Basic Information

Faculty

• Faculty of Science

Email Address

• Email Address

  yoshino.tatsuhiko.5jkyoto-u.ac.jp

Professional Memberships

• 近畿化学協会
• THE SOCIETY OF SYNTHETIC ORGANIC CHEMISTRY, JAPAN
• THE PHARMACEUTICAL SOCIETY OF JAPAN
• THE CHEMICAL SOCIETY OF JAPAN

Academic Degree

• 24 Mar. 2011

  東京大学修士（薬学）
• 24 Mar. 2014

  東京大学博士（薬学）

Academic Resume (Undergraduate School/Majors)

• 東京大学, 薬学部薬学科, 卒業

Research History

• From Feb. 2025, To Present

  Kyoto University, Graduate School of Science Division of Chemistry, Associate Professor
• From Jun. 2024, To Jan. 2025

  Kyoto University, The Hakubi Center for Advanced Research, Program-Specific Associate Professor
• From Sep. 2021, To May 2024

  Hokkaido University, Faculty of Pharmaceutical Sciences, Associate Professor
• From Oct. 2018, To Aug. 2021

  Hokkaido University, Faculty of Pharmaceutical Sciences, Lecturer
• From Apr. 2015, To Sep. 2018

  Hokkaido University, Faculty of Pharmaceutical Sciences, 助教
• From Jun. 2014, To Mar. 2015

  スタンフォード大学（日本学術振興会海外特別研究員）, 化学科, 博士研究員
• From Apr. 2014, To May 2014

  The University of Tokyo, Graduate School of Pharmaceutical Sciences, 特任研究員
• From Apr. 2011, To Mar. 2014

  日本学術振興会特別研究員（DC1）

Profile

• Profile

  Google Scholar Author Profile for Citation Information:
  
  https://scholar.google.co.jp/citations?user=1WwmCvwAAAAJ

ID,URL

• J-Global ID

  201501097360122904

• Researcher number

  50756179

researchmap URL

• https://researchmap.jp/tyoshino

Research

Research Interests

• イリジウム
• アスタチン
• rhodium
• hyper-valent iodine
• cobalt
• asymmetric catalysis
• C-H activation
• transition metal catalysis

Research Areas

• Life sciences, Bioorganic chemistry, organic synthesis
• Nanotechnology/Materials, Structural/physical organic chemistry, organic synthesis
• Nanotechnology/Materials, Synthetic organic chemistry, organic synthesis
• Life sciences, Pharmaceuticals - chemistry and drug development, organic synthesis

Papers

• Enantioselective C–H Amidation of Sulfondiimines for the Synthesis of 1,2,4-Benzothiadiazine-1-Imines under Cobalt Catalysis

  Ayami Murata; Tomonori Endo; Yuki Hirata; Kosuke Higashida; Tatsuhiko Yoshino; Shigeki Matsunaga

  Organic Chemistry Frontiers, 2025

  
• Multiple Deuterium Atom Transfer Perdeuteration of Unactivated Alkenes under Base‐Assisted Cobalt/Photoredox Dual Catalysis

  Akihiko Suzuki; Kosuke Higashida; Tatsuhiko Yoshino; Shigeki Matsunaga

  Angewandte Chemie International Edition, 14 Feb. 2025

  
• Site‐selective C(sp3)–H and Switchable C(sp3)–H/C(sp2)–H Functionalization Enabled by Electron‐deficient Cp*CF3Ir(III) Catalyst and Photosensitizer

  Yuki Hirata; Shunsuke Kimura; Kosuke Higashida; Tatsuhiko Yoshino; Shigeki Matsunaga

  Angewandte Chemie International Edition, 16 Dec. 2024

  
• Enantioselective Intermolecular Benzylic C–H Amination under Chiral Paddle-Wheel Diruthenium Catalysis

  Kotoko Makino; Kohei Mori; Shoichi Kiryu; Taku Miyazawa; Yuhei Kumagai; Kosuke Higashida; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  ACS Catalysis, 20 Dec. 2024

  
• Cobalt/Photoredox Dual-Catalyzed Cross-Radical Coupling of Alkenes via Hydrogen Atom Transfer and Homolytic Substitution

  Yuto Yamaguchi; Yuki Hirata; Kosuke Higashida; Tatsuhiko Yoshino; Shigeki Matsunaga

  Organic Letters, 05 Jun. 2024, Peer-reviewed

  
• Synthesis of Benzo[c]azepine‐1,3(2H)‐diones via C–H Alkylation/Cyclization with α,β‐Unsaturated Acyl Fluorides

  Satoko Hosoi; Yuki Hirata; Takumaru Kurihara; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Asian Journal of Organic Chemistry, 17 May 2023, Peer-reviewed, Invited, Corresponding author

  
• Enantioselective Synthesis of 1,2‐Benzothiazine 1‐Imines via RuII/Chiral Carboxylic Acid‐Catalyzed C–H Alkylation/Cyclization

  Long-Tao Huang; Yuta Kitakawa; Kodai Yamada; Futa Kamiyama; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Angewandte Chemie International Edition, 17 May 2023, Peer-reviewed, Corresponding author

  
• Synthesis of Polysubstituted Enamides by Hydrogen Atom Transfer Alkene Isomerization Using Dual Cobalt/Photoredox Catalysis

  Yusuke Seino; Yuto Yamaguchi; Akihiko Suzuki; Masaaki Yamashita; Yuji Kamei; Futa Kamiyama; Tatsuhiko Yoshino; Masahiro Kojima; Shigeki Matsunaga

  Chemistry – A European Journal, 09 May 2023, Peer-reviewed

  
• Catalytic Enantioselective Amination of Enol Silyl Ethers Using a Chiral Paddle-Wheel Diruthenium Complex

  Kotoko Makino; Yuhei Kumagai; Tatsuhiko Yoshino; Masahiro Kojima; Shigeki Matsunaga

  Organic Letters, 04 May 2023, Peer-reviewed

  
• Formation of Isolable Dearomatized [4 + 2] Cycloadducts from Benzenes, Naphthalenes, and N-Heterocycles Using 1,2-Dihydro-1,2,4,5-tetrazine-3,6-diones as Arenophiles under Visible Light Irradiation

  Kazuki Ikeda; Riku Kojima; Kentaro Kawai; Takayasu Murakami; Takashi Kikuchi; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Journal of the American Chemical Society, 13 Apr. 2023, Peer-reviewed, Corresponding author

  
• Iron/Photosensitizer-Catalyzed Directed C–H Activation Triggered by the Formation of an Iron Metallacycle

  Yoshimi Kato; Tatsuhiko Yoshino; Shigeki Matsunaga

  ACS Catalysis, 21 Mar. 2023, Peer-reviewed

  
• An Electron‐Deficient CpE Iridium(III) Catalyst: Synthesis, Characterization, and Application to Ether‐Directed C–H Amidation

  Eiki Tomita; Masahiro Kojima; Yuki Nagashima; Ken Tanaka; Haruki Sugiyama; Yasutomo Segawa; Atsushi Furukawa; Katsumi Maenaka; Satoshi Maeda; Tatsuhiko Yoshino; Shigeki Matsunaga

  Angewandte Chemie International Edition, 14 Mar. 2023, Peer-reviewed, Corresponding author

  
• Noble-Metal-Free C–H Allylation of Tetrahydroisoquinolines Using a Cobalt-Organophotoredox Dual Catalyst System

  Shunta Sato; Wataru Sasaki; Tomoyuki Sekino; Tatsuhiko Yoshino; Masahiro Kojima; Shigeki Matsunaga

  Chemical and Pharmaceutical Bulletin, 01 Feb. 2023, Peer-reviewed

  
• Photocatalytic Deuterium Atom Transfer Deuteration of Electron‐Deficient Alkenes with High Functional Group Tolerance

  Akihiko Suzuki; Yuji Kamei; Masaaki Yamashita; Yusuke Seino; Yuto Yamaguchi; Tatsuhiko Yoshino; Masahiro Kojima; Shigeki Matsunaga

  Angewandte Chemie International Edition, 12 Dec. 2022, Peer-reviewed

  
• Native Amide‐Directed C(sp3)–H Amidation Enabled by Electron‐Deficient Rh(III) Catalyst and Electron‐Deficient 2‐Pyridone Ligand

  Takumi Wakikawa; Daichi Sekine; Yuta Murata; Youka Bunno; Masahiro Kojima; Yuki Nagashima; Ken Tanaka; Tatsuhiko Yoshino; Shigeki Matsunaga

  Angewandte Chemie International Edition, 28 Oct. 2022, Peer-reviewed, Corresponding author

  
• Iron/Photosensitizer Hybrid System Enables the Synthesis of Polyaryl-Substituted Azafluoranthenes

  Yoshimi Kato; Tatsuhiko Yoshino; Min Gao; Jun-ya Hasegawa; Masahiro Kojima; Shigeki Matsunaga

  Journal of the American Chemical Society, 27 Sep. 2022, Peer-reviewed

  
• Enantioselective C–H Functionalization Using High-Valent Group 9 Metal Catalysts

  Tatsuhiko Yoshino

  Bulletin of the Chemical Society of Japan, 15 Aug. 2022, Peer-reviewed, Lead author, Last author, Corresponding author

  
• Cobalt(III)/Chiral Carboxylic Acid‐Catalyzed Enantioselective Synthesis of Benzothiadiazine‐1‐oxides via C−H Activation

  Yuki Hirata; Daichi Sekine; Yoshimi Kato; Luqing Lin; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Angewandte Chemie International Edition, 19 May 2022, Peer-reviewed, Corresponding author

  
• Achiral Cp*Rh(III)/Chiral Lewis Base Cooperative Catalysis for Enantioselective Cyclization via C–H Activation

  Takumaru Kurihara; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Journal of the American Chemical Society, 27 Apr. 2022, Peer-reviewed, Corresponding author

  
• Intramolecular Hydrogen Atom Transfer Hydroarylation of Alkenes toward δ-Lactams Using Cobalt-Photoredox Dual Catalysis

  Yuto Yamaguchi; Yusuke Seino; Akihiko Suzuki; Yuji Kamei; Tatsuhiko Yoshino; Masahiro Kojima; Shigeki Matsunaga

  Organic Letters, 01 Apr. 2022, Peer-reviewed

  
• 1,2-Disubstituted 1,2-Dihydro-1,2,4,5-tetrazine-3,6-dione as a Dynamic Covalent Bonding Unit at Room Temperature

  Kentaro Kawai; Kazuki Ikeda; Akane Sato; Akira Kabasawa; Masahiro Kojima; Kenta Kokado; Akira Kakugo; Kazuki Sada; Tatsuhiko Yoshino; Shigeki Matsunaga

  Journal of the American Chemical Society, 18 Jan. 2022, Peer-reviewed, Corresponding author

  
• Regioselective Deaminative Allylation of Aliphatic Amines via Dual Cobalt and Organophotoredox Catalysis

  Tomoyuki Sekino; Shunta Sato; Tatsuhiko Yoshino; Masahiro Kojima; Shigeki Matsunaga

  Organic Letters, 2022, Peer-reviewed

  
• Cp*Rh(III)/boron hybrid catalysis for directed C–H addition to β-substituted α,β-unsaturated carboxylic acids

  Ryo Tanaka; Yuki Hirata; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Chemical Communications, 2022, Peer-reviewed, Corresponding author

  
• Cp*RhIII/Chiral Disulfonate/CuOAc Catalyst System for the Enantioselective Intramolecular Oxyamination of Alkenes

  Jumpei Hirose; Takumi Wakikawa; Shun Satake; Masahiro Kojima; Manabu Hatano; Kazuaki Ishihara; Tatsuhiko Yoshino; Shigeki Matsunaga

  ACS Catalysis, 17 Dec. 2021, Peer-reviewed, Corresponding author

  
• Silane- and peroxide-free hydrogen atom transfer hydrogenation using ascorbic acid and cobalt-photoredox dual catalysis

  Yuji Kamei; Yusuke Seino; Yuto Yamaguchi; Tatsuhiko Yoshino; Satoshi Maeda; Masahiro Kojima; Shigeki Matsunaga

  Nature Communications, Dec. 2021, Peer-reviewed

  
• Ruthenium(II)/Chiral Carboxylic Acid Catalyzed Enantioselective C–H Functionalization of Sulfoximines

  Long-Tao Huang; Yuki Hirata; Yoshimi Kato; Luqing Lin; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Synthesis, 16 Aug. 2021, Peer-reviewed, Corresponding author

  
• Chiral Carboxylic Acid Assisted Enantioselective C–H Activation with Achiral CpxMIII (M = Co, Rh, Ir) Catalysts

  Tatsuhiko Yoshino; Shigeki Matsunaga

  ACS Catalysis, 17 May 2021, Peer-reviewed, Lead author, Corresponding author

  
• Development of Pseudo-C2-symmetric Chiral Binaphthyl Monocarboxylic Acids for Enantioselective C(sp3)–H Functionalization Reactions under Rh(III) Catalysis

  Yoshimi Kato; Luqing Lin; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  ACS Catalysis, 02 Apr. 2021, Peer-reviewed, Corresponding author

  
• Metal-Containing Schiff Base/Sulfoxide Ligands for Pd(II)-Catalyzed Asymmetric Allylic C–H Aminations

  Youka Bunno; Yuta Tsukimawashi; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  ACS Catalysis, 05 Mar. 2021, Peer-reviewed, Corresponding author

  
• Cp*Ir(III)/chiral carboxylic acid-catalyzed enantioselective C–H alkylation of ferrocene carboxamides with diazomalonates

  Qi Mou; Ruyuan Zhao; Ruihan Niu; Seiya Fukagawa; Taiki Shigeno; Tatsuhiko Yoshino; Shigeki Matsunaga; Bo Sun

  Organic Chemistry Frontiers, 2021, Peer-reviewed

  
• Generation of Monoaryl-λ3-iodanes from Arylboron Compounds through ipso-Substitution

  Shigeki Matsunaga; Ayako Nakano; Yukino Okabe; Keitaro Matsuoka; Narumi Komami; Keito Watanabe; Masahiro Kojima; Tatsuhiko Yoshino

  HETEROCYCLES, 2021, Peer-reviewed, Corresponding author

  
• Transition-metal-free nucleophilic 211At-astatination of spirocyclic aryliodonium ylides

  Keitaro Matsuoka; Honoka Obata; Kotaro Nagatsu; Masahiro Kojima; Tatsuhiko Yoshino; Mikako Ogawa; Shigeki Matsunaga

  Organic & Biomolecular Chemistry, 2021, Peer-reviewed, Corresponding author

  
• Chemoselective Cleavage of Si–C(sp3) Bonds in Unactivated Tetraalkylsilanes Using Iodine Tris(trifluoroacetate)

  Keitaro Matsuoka; Narumi Komami; Masahiro Kojima; Tsuyoshi Mita; Kimichi Suzuki; Satoshi Maeda; Tatsuhiko Yoshino; Shigeki Matsunaga

  Journal of the American Chemical Society, 24 Dec. 2020, Peer-reviewed, Corresponding author

  
• Rhodium(III)/Chiral Carboxylic Acid Catalyzed Enantioselective C(sp3)–H Alkylation of 8-Ethylquinolines with α,β-Unsaturated Carbonyl Compounds

  Long-Tao Huang; Seiya Fukagawa; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Organic Letters, 06 Nov. 2020, Peer-reviewed, Corresponding author

  
• Chiral paddle-wheel diruthenium complexes for asymmetric catalysis

  Taku Miyazawa; Takuro Suzuki; Yuhei Kumagai; Koji Takizawa; Takashi Kikuchi; Shunsuke Kato; Akira Onoda; Takashi Hayashi; Yuji Kamei; Futa Kamiyama; Masahiro Anada; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Nature Catalysis, Oct. 2020, Peer-reviewed, Corresponding author

  
• Allyl 4-Chlorophenyl Sulfone as a Versatile 1,1-Synthon for Sequential α-Alkylation/Cobalt-Catalyzed Allylic Substitution

  Masahiro Kojima; Shigeki Matsunaga; Tomoyuki Sekino; Shunta Sato; Kazuki Kuwabara; Koji Takizawa; Tatsuhiko Yoshino

  Synthesis, Jul. 2020, Peer-reviewed

  
• Iridium(III) Catalysts with an Amide‐Pendant Cyclopentadienyl Ligand: Double Aromatic Homologation Reactions of Benzamides by Fourfold C−H Activation

  Eiki Tomita; Kodai Yamada; Yu Shibata; Ken Tanaka; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Angewandte Chemie International Edition, 22 Jun. 2020, Peer-reviewed, Corresponding author

  
• Diverse Approaches for Enantioselective C−H Functionalization Reactions Using Group 9 Cp x M III Catalysts

  Tatsuhiko Yoshino; Shun Satake; Shigeki Matsunaga

  Chemistry – A European Journal, 10 Jun. 2020, Peer-reviewed, Lead author, Corresponding author

  
• Catalytic Enantioselective Methylene C(sp3 )−H Amidation of 8-Alkylquinolines Using a Cp*RhIII /Chiral Carboxylic Acid System

  Seiya Fukagawa; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Angewandte Chemie International Edition, Dec. 2019, Peer-reviewed, Corresponding author

  
• Cp*Co III /Chiral Carboxylic Acid‐Catalyzed Enantioselective 1,4‐Addition Reactions of Indoles to Maleimides

  Takumaru Kurihara; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Asian Journal of Organic Chemistry, Nov. 2019, Peer-reviewed, Corresponding author

  
• Imidate as the Intact Directing Group for the Cobalt-Catalyzed C–H Allylation

  Ryo Tanaka; Iku Tanimoto; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  The Journal of Organic Chemistry, Oct. 2019, Peer-reviewed, Corresponding author

  
• Chiral 2-Aryl Ferrocene Carboxylic Acids for the Catalytic Asymmetric C(sp3)–H Activation of Thioamides

  Daichi Sekine; Kazuki Ikeda; Seiya Fukagawa; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Organometallics, Oct. 2019, Peer-reviewed, Corresponding author

  
• Cobalt-catalyzed Synthesis of Homoallylic Amines from Imines and Terminal Alkenes

  Ryo Tanaka; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Chemistry Letters, Sep. 2019, Peer-reviewed, Corresponding author

  
• Cp*CoIII-Catalyzed C–H Functionalization and Asymmetric Reactions Using External Chiral Sources

  Tatsuhiko Yoshino; Shigeki Matsunaga

  Synlett, Jul. 2019, Peer-reviewed, Lead author, Corresponding author

  
• Cobalt-Catalyzed Allylic Alkylation Enabled by Organophotoredox Catalysis

  Koji Takizawa; Tomoyuki Sekino; Shunta Sato; Tatsuhiko Yoshino; Masahiro Kojima; Shigeki Matsunaga

  Angewandte Chemie International Edition, Jul. 2019, Peer-reviewed

  
• Synthesis of Heteroaryl Iodanes(III) via ipso ‐Substitution Reactions Using Iodine Triacetate Assisted by HFIP

  Keitaro Matsuoka; Narumi Komami; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Asian Journal of Organic Chemistry, Jul. 2019, Peer-reviewed, Corresponding author

  
• C–H γ,γ,γ-Trifluoroalkylation of Quinolines via Visible-Light-Induced Sequential Radical Additions

  Yuhei Kumagai; Nanami Murakami; Futa Kamiyama; Ryo Tanaka; Tatsuhiko Yoshino; Masahiro Kojima; Shigeki Matsunaga

  Organic Letters, May 2019, Peer-reviewed, Corresponding author

  
• One-Step Synthesis of 4H-3,1-Benzoxazin-4-ones from Weinreb Amides and 1,4,2-Dioxazol-5-ones via Cobalt-Catalyzed C–H Bond Activation

  Iku Tanimoto; Kentaro Kawai; Akane Sato; Tatsuhiko Yoshino; Shigeki Matsunaga

  HETEROCYCLES, 2019, Peer-reviewed, Corresponding author

  
• Author Correction: Pentamethylcyclopentadienyl rhodium(iii)–chiral disulfonate hybrid catalysis for enantioselective C–H bond functionalization

  Shun Satake; Takumaru Kurihara; Keisuke Nishikawa; Takuya Mochizuki; Manabu Hatano; Kazuaki Ishihara; Tatsuhiko Yoshino; Shigeki Matsunaga

  Nature Catalysis, Jan. 2019, Peer-reviewed

  
• Enantioselective C(sp3 )-H Amidation of Thioamides Catalyzed by a CobaltIII /Chiral Carboxylic Acid Hybrid System

  Seiya Fukagawa; Yoshimi Kato; Ryo Tanaka; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Angewandte Chemie International Edition, Jan. 2019, Peer-reviewed, Corresponding author

  
• Synthesis of Functionalized Monoaryl-λ3 -iodanes through Chemo- and Site-Selective ipso -Substitution Reactions

  Narumi Komami; Keitaro Matsuoka; Ayako Nakano; Masahiro Kojima; Tatsuhiko Yoshino; Shigeki Matsunaga

  Chemistry - A European Journal, Jan. 2019, Peer-reviewed, Corresponding author

  
• Pentamethylcyclopentadienyl rhodium(III)–chiral disulfonate hybrid catalysis for enantioselective C–H bond functionalization

  Shun Satake; Takumaru Kurihara; Keisuke Nishikawa; Takuya Mochizuki; Manabu Hatano; Kazuaki Ishihara; Tatsuhiko Yoshino; Shigeki Matsunaga

  Nature Catalysis, Aug. 2018, Peer-reviewed, Corresponding author

  
• Palladium-Catalyzed Germylation of Aryl Bromides and Aryl Triflates Using Hexamethyldigermane

  Narumi Komami; Keitaro Matsuoka; Tatsuhiko Yoshino; Shigeki Matsunaga

  Synthesis (Germany), 17 May 2018, Peer-reviewed, Corresponding author

  
• 5-((3-Bromoallyl)Sulfonyl)-1H-Tetrazoles for Bromodiene Synthesis

  Takuro Suzuki; Seiya Fukagawa; Tatsuhiko Yoshino; Masahiro Anada; Shigeki Matsunaga

  HETEROCYCLES, May 2018, Peer-reviewed

  
• Weinreb Amide Directed Versatile C-H Bond Functionalization under (eta(5)-Pentamethylcyclopentadienyl)cobalt(III) Catalysis

  Kawai Kentaro; Bunno Youka; Yoshino Tatsuhiko; Matsunaga Shigeki

  Chemistry-a European Journal, 2018, Peer-reviewed, Corresponding author

  
• Synthesis of fluorine-containing 6-arylpurine derivatives via Cp∗Co(III)-catalyzed C-H bond activation

  Nanami Murakami; Misaki Yoshida; Tatsuhiko Yoshino; Shigeki Matsunaga

  Chemical and Pharmaceutical Bulletin, 2018, Peer-reviewed, Corresponding author

  
• Synthesis of 1,1-Spirobiindane-7,7-Disulfonic Acid and Disulfonimide: Application for Catalytic Asymmetric Aminalization

  Kurihara Takumaru; Satake Shun; Hatano Manabu; Ishihara Kazuaki; Yoshino Tatsuhiko; Matsunaga Shigeki

  Chemistry-an Asian Journal, 2018, Peer-reviewed, Corresponding author

  
• Cobalt-Catalyzed C(sp(3))-H Functionalization Reactions

  Yoshino Tatsuhiko; Matsunaga Shigeki

  Asian Journal of Organic Chemistry, 2018, Peer-reviewed, Lead author, Corresponding author

  
• Chiral Carboxylic Acid Enabled Achiral Rhodium(III)-Catalyzed Enantioselective C-H Functionalization

  Lin Luqing; Fukagawa Seiya; Sekine Daichi; Tomita Eiki; Yoshino Tatsuhiko; Matsunaga Shigeki

  Angewandte Chemie-International Edition, 2018, Peer-reviewed, Corresponding author

  
• CATALYTIC ENANTIOSELECTIVE DESYMMETRIZATION OF meso-AZIRIDINES WITH FLUOROMALONATES

  Seiya Fukagawa; Yingjie Xu; Masahiro Anada; Tatsuhiko Yoshino; Shigeki Matsunaga

  HETEROCYCLES, Jul. 2017, Peer-reviewed

  
• (CpCoIII)-Co-*-Catalyzed CH Alkenylation/Annulation Reactions of Indoles with Alkynes: A DFT Study

  Ken Sakata; Masami Eda; Yuri Kitaoka; Tatsuhiko Yoshino; Shigeki Matsunaga

  JOURNAL OF ORGANIC CHEMISTRY, Jul. 2017, Peer-reviewed

  
• Stereoselective Synthesis of Tetrasubstituted Alkenes via a Cp*Co-III-Catalyzed C-H Alkenylation/Directing Group Migration Sequence

  Hideya Ikemoto; Ryo Tanaka; Ken Sakata; Motomu Kanai; Tatsuhiko Yoshino; Shigeki Matsunaga

  ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, Jun. 2017, Peer-reviewed, Corresponding author

  
• Cp*Co-III-catalyzed directed C-H trifluoromethylthiolation of 2-phenylpyridines and 6-arylpurines

  Misaki Yoshida; Kentaro Kawai; Ryo Tanaka; Tatsuhiko Yoshino; Shigeki Matsunaga

  CHEMICAL COMMUNICATIONS, Jun. 2017, Peer-reviewed, Corresponding author

  
• (Pentamethylcyclopentadienyl)cobalt(III)-Catalyzed C-H Bond Functionalization: From Discovery to Unique Reactivity and Selectivity

  Tatsuhiko Yoshino; Shigeki Matsunaga

  ADVANCED SYNTHESIS & CATALYSIS, Apr. 2017, Peer-reviewed, Lead author, Corresponding author

  
• High-Valent Cobalt-Catalyzed C-H Bond Functionalization

  Tatsuhiko Yoshino; Shigeki Matsunaga

  ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 68, 2017, Peer-reviewed, Lead author, Corresponding author

  
• Site- and Regioselective Monoalkenylation of Pyrroles with Alkynes via Cp*Co-III Catalysis

  Ryo Tanaka; Hideya Ikemoto; Motomu Kanai; Tatsuhiko Yoshino; Shigeki Matsunaga

  ORGANIC LETTERS, Nov. 2016, Peer-reviewed, Corresponding author

  
• Cp*Co-III-Catalyzed Dehydrative C-H Allylation of 6-Arylpurines and Aromatic Amides Using Allyl Alcohols in Fluorinated Alcohols

  Youka Bunno; Nanami Murakami; Yudai Suzuki; Motomu Kanai; Tatsuhiko Yoshino; Shigeki Matsunaga

  ORGANIC LETTERS, May 2016, Peer-reviewed, Corresponding author

  
• Carbon dioxide utilization via carbonate-promoted C-H carboxylation

  Aanindeeta Banerjee; Graham R. Dick; Tatsuhiko Yoshino; Matthew W. Kanan

  NATURE, Mar. 2016, Peer-reviewed

  
• Cp*Co-III Catalyzed Site-Selective CH Activation of Unsymmetrical O-Acyl Oximes: Synthesis of Multisubstituted Isoquinolines from Terminal and Internal Alkynes

  Bo Sun; Tatsuhiko Yoshino; Motomu Kanai; Shigeki Matsunaga

  ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, Oct. 2015, Peer-reviewed

  
• Dehydrative Direct C-H Allylation with Allylic Alcohols under [Cp*Co-III] Catalysis

  Yudai Suzuki; Bo Sun; Ken Sakata; Tatsuhiko Yoshino; Shigeki Matsunaga; Motomu Kanai

  ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, Aug. 2015, Peer-reviewed

  
• Cp*Co(III)-catalyzed oxidative C-H alkenylation of benzamides with ethyl acrylate

  Yudai Suzuki; Bo Sun; Tatsuhiko Yoshino; Motomu Kanai; Shigeki Matsunaga

  TETRAHEDRON, Jul. 2015, Peer-reviewed

  
• A Cp*CoI2-dimer as a precursor for cationic Co(III)-catalysis: application to C-H phosphoramidation of indoles

  Bo Sun; Tatsuhiko Yoshino; Shigeki Matsunaga; Motomu Kanai

  CHEMICAL COMMUNICATIONS, 2015, Peer-reviewed

  
• Air-Stable Carbonyl(pentamethylcyclopentadienyl)cobalt Diiodide Complex as a Precursor for Cationic (Pentamethylcyclopentadienyl)cobalt(III) Catalysis: Application for Directed C-2 Selective C-H Amidation of Indoles

  Bo Sun; Tatsuhiko Yoshino; Shigeki Matsunaga; Motomu Kanai

  ADVANCED SYNTHESIS & CATALYSIS, May 2014, Peer-reviewed

  
• Pyrroloindolone Synthesis via a Cp*Co-III-Catalyzed Redox-Neutral Directed C-H Alkenylation/Annulation Sequence

  Hideya Ikemoto; Tatsuhiko Yoshino; Ken Sakata; Shigeki Matsunaga; Motomu Kanai

  JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Apr. 2014, Peer-reviewed

  
• Cp*Co-III-Catalyzed C2-Selective Addition of Indoles to Imines

  Tatsuhiko Yoshino; Hideya Ikemoto; Shigeki Matsunaga; Motomu Kanai

  CHEMISTRY-A EUROPEAN JOURNAL, Jul. 2013, Peer-reviewed, Lead author

  
• Sultam Synthesis via Cu-Catalyzed Intermolecular Carboamination of Alkenes with N-Fluorobenzenesulfonimide

  Keiichi Kaneko; Tatsuhiko Yoshino; Shigeki Matsunaga; Motomu Kanai

  ORGANIC LETTERS, May 2013, Peer-reviewed

  
• A Cationic High-Valent Cp*Co-III Complex for the Catalytic Generation of Nucleophilic Organometallic Species: Directed C-H Bond Activation

  Tatsuhiko Yoshino; Hideya Ikemoto; Shigeki Matsunaga; Motomu Kanai

  ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, Peer-reviewed, Lead author

  
• Lewis Acid Catalyzed Benzylic C-H Bond Functionalization of Azaarenes; Addition to Imines and Enones

  Hirotomo Komai; Tatsuhiko Yoshino; Shigeki Matsunaga; Motomu Kanai

  SYNTHESIS-STUTTGART, Jul. 2012, Peer-reviewed

  
• Catalytic Asymmetric Synthesis of Spirooxindoles by a Mannich-Type Reaction of Isothiocyanato Oxindoles

  Shota Kato; Tatsuhiko Yoshino; Masakatsu Shibasaki; Motomu Kanai; Shigeki Matsunaga

  ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, Peer-reviewed

  
• Construction of Contiguous Tetrasubstituted Chiral Carbon Stereocenters via Direct Catalytic Asymmetric Aldol and Mannich-Type Reactions

  Shigeki Matsunaga; Tatsuhiko Yoshino

  CHEMICAL RECORD, Sep. 2011, Peer-reviewed

  
• Lewis Acid Catalyzed Benzylic C-H Bond Functionalization of Azaarenes: Addition to Enones

  Hirotomo Komai; Tatsuhiko Yoshino; Shigeki Matsunaga; Motomu Kanai

  ORGANIC LETTERS, Apr. 2011, Peer-reviewed

  
• Stereodivergent Direct Catalytic Asymmetric Mannich-Type Reactions of alpha-Isothiocyanato Ester with Ketimines

  Gang Lu; Tatsuhiko Yoshino; Hiroyuki Morimoto; Shigeki Matsunaga; Masakatsu Shibasaki

  ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, Peer-reviewed

  
• Construction of Contiguous Tetrasubstituted Chiral Carbon Stereocenters via Direct Catalytic Asymmetric Aldol Reaction of alpha-Isothlocyanato Esters with Ketones

  Tatsuhiko Yoshino; Hiroyuki Morimoto; Gang Lu; Shigeki Matsunaga; Masakatsu Shibasaki

  JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Dec. 2009, Peer-reviewed

  
• Lewis Base Assisted Bronsted Base Catalysis: Bidentate Phosphine Oxides as Activators and Modulators of Bronsted Basic Lanthanum-Aryloxides

  Hiroyuki Morimoto; Tatsuhiko Yoshino; Takafumi Yukawa; Gang Lu; Shigeki Matsunaga; Masakatsu Shibasaki

  ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, Peer-reviewed

  

Misc.

• Synthesis of electron-deficient Cp^EIr(III) complex and its application for ether-directed C-H functionalization

  冨田永希; 小島正寛; 永島佑貴; 田中健; 杉山晴紀; 瀬川泰知; 古川敦; 前仲勝実; 前仲勝実; 前田理; 前田理; 吉野達彦; 吉野達彦; 松永茂樹; 松永茂樹

  日本薬学会年会要旨集(Web), 2023

  
• 電子不足Cp^EIr(III)錯体の合成及びエーテルを配向基として用いたC-H官能基化反応への応用

  冨田永希; 小島正寛; 永島佑貴; 田中健; 杉山晴紀; 杉山晴紀; 瀬川泰知; 瀬川泰知; 古川敦; 前仲勝実; 前仲勝実; 前田理; 前田理; 前田理; 吉野達彦; 吉野達彦; 松永茂樹; 松永茂樹

  次世代を担う有機化学シンポジウム講演要旨集, 2022

  
• アリールヨードニウムイリドを用いた求核的アスタチン標識反応の開発

  松岡慶太郎; 尾幡穂乃香; 尾幡穂乃香; 永津弘太郎; 小島正寛; 吉野達彦; 小川美香子; 小川美香子; 松永茂樹; 松永茂樹

  反応と合成の進歩シンポジウム講演要旨集, 2021

  
• Unique Reactivity of High-valent Cobalt Catalysis in C-H Functionalization and Development of Catalytic Asymmetric C-H Functionalization Reactions

  Tatsuhiko Yoshino; Shigeki Matsunaga

  JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, Apr. 2019

  
• 有機ゲルマニウム化合物の新規合成法の開発とその応用

  松岡慶太郎; 駒見成実; 小島正寛; 吉野達彦; 松永茂樹

  反応と合成の進歩シンポジウム講演要旨集, 15 Oct. 2018

  
• Front Cover Picture:(Pentamethylcyclopentadienyl) cobalt (III)-Catalyzed C--H Bond Functionalization: From Discovery to Unique Reactivity and Selectivity (Adv. Synth. Catal. 8/2017)

  Yoshino Tatsuhiko; Matsunaga Shigeki

  Advanced Synthesis & Catalysis, 2017, Peer-reviewed

  
• Synthesis of Saturated N-Heterocycles with SnAP Reagents

  Tatsuhiko Yoshino

  JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, Jun. 2015

  

Presentations

• Catalytic C(sp3)–H Functionalization Using Group 9 Metal Catalysts with Cp-type Ligands

  Tatsuhiko Yoshino

  錯体化学会第74回討論会, 18 Sep. 2024, Invited

  
• High-Valent-Cobalt-Catalyzed Enantioselective C–H Activation Enabled by Chiral Carboxylic Acids

  Tatsuhiko Yoshino

  Thieme WebCheminars Base-Metal Catalysis presented by Science of Synthesis, 22 Sep. 2023, Invited

  
• 高原子価第9族金属触媒によるC–H官能基化の進展

  吉野 達彦

  産業技術総合研究所触媒化学融合研究センター第97回講演会, 04 Aug. 2023, Invited

  
• 高反応性超原子価ヨウ素種を用いた有機化学反応

  吉野 達彦

  近畿化学協会ヘテロ原子部会2022年度第2回懇話会【オンライン】, 05 Dec. 2022, Invited

  
• 第9族金属触媒による不斉C-H官能基化

  吉野達彦

  令和4年度第1回 有機金属若手研究者の会, 05 Sep. 2022, Invited

  
• Cp*Rh(III)/chiral Lewis base hybrid catalysis for enantioselective C–H functionalization

  Tatsuhiko Yoshino

  8th Asian Conference on Coordination Chemistry, 08 Aug. 2022, Invited

  
• 1,2-Disubstituted 1,2-dihydro-1,2,4,5-tetrazine-3,6-dione (TETRAD)の合成と動的共有結合化学および脱芳香族化反応への応

  吉野達彦; 河合賢太郎; 池田和希; 小島陸; 里あかね; 樺澤聖; 小島正寛; 小門憲太; 角五彰; 佐田和己; 松永茂樹

  第120回有機合成シンポジウム, 28 Jun. 2022

  
• 触媒的C–H官能基化反応とそのエナンチオ制御に関する研究

  吉野達彦

  日本化学会第102春季年会, 23 Mar. 2022, Invited

  
• 第9族遷移金属触媒と有機触媒によるC-H官能基化とその立体制御

  吉野達彦

  分子合成オンデマンドを実現するハイブリッド触媒系の創製 若手道場Online, 11 Mar. 2022

  
• Iodine Tris(trifluoroacetate)によるテトラアルキルシランの酸化反応

  吉野達彦; 松岡慶太郎; 駒見成実; 渡辺啓仁; 小島正寛; 美多剛; 鈴木机倫; 前田理; 松永茂樹

  第67回有機金属化学討論会, 07 Sep. 2021

  
• 外輪型キラル二核ルテニウム錯体による触媒的不斉反応

  吉野達彦

  日本薬学会第141年会, 27 Mar. 2021, Invited

  
• Asymmetric C–H functionalization reactions using Cp*Rh(III)/chiral disulfonate catalysts

  Tatsuhiko Yoshino; Shun Satake; Takumaru Kurihara; Junpei Hirose; Keisuke Nishikawa; Takuya Mochizuki; Manabu Hatano; Kazuaki Ishihara; Shigeki Matsunaga

  第18回 次世代を担う有機化学シンポジウム, 29 Aug. 2020

  
• Enantioselective C–H Functionalization Reactions Using High-valent Group 9 Metal Catalysts

  Tatsuhiko Yoshino

  The 1st International Symposium on Hybrid Catalysis for Enabling Molecular Synthesis on Demand, 31 May 2019, Invited

  
• Metal/organo hybrid catalysis for group 9 metal-catalyzed enantioselective C-H functionalization

  Tatsuhiko Yoshino

  257th ACS National Meeting & Exposition, 02 Apr. 2019, Invited

  
• Catalytic Asymmetric C-H Functionalization by High-valent Group 9 Metals

  Tatsuhiko Yoshino

  日本化学会第99回春季年会, 16 Mar. 2019, Invited

  
• 高原子価ロジウム・コバルト触媒による不斉C-H活性化反応

  吉野 達彦

  若手研究者のための有機化学札幌セミナー, 08 Nov. 2018, Invited

  
• Cp*Rh(III)/BINSate-catalyzed Asymmertic 1,4-addition reaction via C-H Activation

  Tatsuhiko Yoshino; Shun Satake; Takumaru Kurihara; Keisuke Nishikawa; Takuya Mochizuki; Manabu Hatano; Kazuaki Ishihara; Shigeki Matsunaga

  65th Symposium on Organometallic Chemistry, Japan, 19 Sep. 2018

  
• New Strategy for Asymmetric C-H Bond Functionalization Using Cp*M(III) Catalysts

  Tatsuhiko Yoshino

  Second Japanese-Spanish Symposium in Organic Synthesis, 28 May 2018, Invited

  
• Cp*Co(III)触媒を用いたC-H 官能基化反応

  吉野 達彦; 文野 優華; 田中 亮; 池本 英也; 鈴木雄大; 孫 博; 金井求; 松永茂樹

  第42回反応と合成の進歩シンポジウム, 07 Nov. 2016

  
• カチオン性コバルト(III)触媒を用いた芳香族C-H結合の直截的官能基化：極性求電子剤への付加反応

  吉野 達彦; 池本 英也; 松永 茂樹; 金井 求

  第103回有機合成シンポジウム, 05 Jun. 2013

  
• カチオン性コバルト(III)触媒による 芳香族C-H結合のイミンに対する付加反応

  吉野 達彦; 池本 英也; 松永 茂樹; 金井 求

  日本薬学会 第133年会, 30 Mar. 2013

  
• カチオン性コバルト(III)触媒による 芳香族C-H結合の極性求電子剤に対する付加反応

  吉野 達彦; 池本 英也; 松永 茂樹; 金井 求

  日本化学会 第93春季年会, 23 Mar. 2013

  
• イソチオシアネートエステルを求核剤とするケトンへの直接的触媒的不斉アルドール反応による連続不斉四置換炭素の構築

  吉野 達彦; 盧 剛; 森本 浩之; 松永 茂樹; 柴崎 正勝

  日本化学会 第90春季年会, Mar. 2010

  
• イソチオシアネートエステルを求核剤とする直接的触媒的不斉アルドール・マンニッヒ反応による連続不斉四置換炭素の構築

  吉野 達彦; 盧 剛; 森本 浩之; 松永 茂樹; 柴崎 正勝

  第97回有機合成シンポジウム

  

Industrial Property Rights

• 特願2020-028536, 芳香族アスタチン化合物の製造方法

  松永茂樹; 吉野達彦; 松岡慶太郎; 小川美香子

  

Awards

• 18 Feb. 2025

  令和６年度保土谷化学工業研究企画賞(公益社団法人有機合成化学協会)
• 11 Nov. 2023

  Chemist Award BCA（MSD生命科学財団）
• 07 Jul. 2016

  第4回リサーチフロントアワード（トムソン・ロイター）
• 17 Feb. 2020

  北海道大学教育研究総長表彰
• 23 Mar. 2022

  日本化学会第71回進歩賞

External funds: Kakenhi

• 量子化学計算と機械学習の組み合わせによる不斉C-H官能基化触媒の深化

  Grant-in-Aid for Transformative Research Areas (A)

  Transformative Research Areas, Section (II)

  Hokkaido University

  吉野 達彦

  From 16 Jun. 2022, To 31 Mar. 2024, Project Closed

  ロジウム;キラルカルボン酸;キラルピリドン;不斉触媒;量子化学計算;C-H活性化;機械学習;配座探索

  https://kaken.nii.ac.jp/grant/KAKENHI-PUBLICLY-22H05327/
• キラル2-ピリドン誘導体と第9族金属による不斉C(sp3)-H官能基化

  Grant-in-Aid for Scientific Research (C)

  Basic Section 33020:Synthetic organic chemistry-related

  Hokkaido University

  吉野 達彦

  From 01 Apr. 2021, To 31 Mar. 2025, Granted

  C-H活性化;ロジウム;不斉触媒;ピリドン;イリジウム;コバルト

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-21K05046/
• 金属触媒と有機触媒の高度ハイブリッド化によるC-H官能基化の自在立体制御

  Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)

  Science and Engineering

  Hokkaido University

  吉野 達彦

  From 01 Apr. 2020, To 31 Mar. 2022, Project Closed

  ロジウム;キラルLewis塩基;ホウ素触媒;不斉触媒;C-H活性化;有機触媒;コバルト;求核触媒

  https://kaken.nii.ac.jp/grant/KAKENHI-PUBLICLY-20H04794/
• Cobalt-catalyzed C(sp3)-H functionalization and stereocontrol toward synthetic application

  Grant-in-Aid for Early-Career Scientists

  Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related

  Hokkaido University

  Yoshino Tatsuhiko

  From 01 Apr. 2019, To 31 Mar. 2022, Project Closed

  C-H官能基化;C-H活性化;コバルト;ロジウム;イリジウム;光酸化還元触媒;コバルト触媒;光触媒;有機電解反応

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-19K16306/
• コバルト触媒/有機触媒ハイブリッドによるC-H活性化を起点とする不斉触媒反応

  Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)

  Hokkaido University

  吉野 達彦

  From 01 Apr. 2018, To 31 Mar. 2020, Project Closed

  コバルト;ロジウム;不斉触媒;C-H活性化;有機触媒;キラルカルボン酸;キラルスルホン酸

  https://kaken.nii.ac.jp/grant/KAKENHI-PUBLICLY-18H04637/
• Enantioselective C-H functionalization reactions based on the development of novel chiral carboxylic acids

  Grant-in-Aid for Young Scientists (B)

  Hokkaido University

  Tatsuhiko Yoshino

  From 01 Apr. 2017, To 31 Mar. 2020, Project Closed

  C-H官能基化;コバルト;ロジウム;不斉触媒;C-H活性化;キラルカルボン酸;カルボン酸;イリジウム;有機化学;触媒;遷移金属

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-17K15417/
• Asymmetric C-H bond functionalization using cobalt catalyst via ligand-directing group interaction

  Grant-in-Aid for Research Activity Start-up

  Hokkaido University

  Tatsuhiko YOSHINO

  From 28 Aug. 2015, To 31 Mar. 2017, Project Closed

  不斉触媒;C-H活性化;C-H官能基化;キラルカルボン酸;キラル対アニオン;C-H結合活性化;コバルト触媒;イリジウム触媒;炭素-水素結合活性化;アリル化;アルケニル化

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-15H05993/
• Upgrading Chiral Dinuclear Ru Catalysts for Surpassing Chiral Paddlewheel Dinuclear Rh Catalysts

  Grant-in-Aid for Challenging Research (Exploratory)

  Medium-sized Section 33:Organic chemistry and related fields

  Hokkaido University

  Shigeki Matsunaga

  From 09 Jul. 2021, To 31 Mar. 2024, Project Closed

  不斉合成;不斉触媒;キラル;アミノ化;ルテニウム触媒;ルテニウム;C-Hアミノ化;ルイス酸;反応場

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-21K18946/
• Fine Tuning of Group 9 Metal-Chiral Acid Hybrid Catalysts Towards Deepening and Extension of Asymmetric C-H Functionalization

  Grant-in-Aid for Scientific Research (B)

  Basic Section 33020:Synthetic organic chemistry-related

  Hokkaido University

  Shigeki Matsunaga

  From 01 Apr. 2020, To 31 Mar. 2023, Project Closed

  不斉触媒;不斉合成;C-H活性化;キラルカルボン酸;協働機能触媒;キラル;C-H官能基化;遷移金属触媒;キラル酸;キラル塩基

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-20H02730/

Education

Teaching subject(s)

• From 01 Apr. 2025, To 31 Mar. 2026

  Chemical Laboratory A

  8634, Spring, Faculty of Science, 8