Basic Information

Affiliated programs (koza)

• Graduate School of Pharmaceutical Sciences, 薬科学専攻 精密有機合成化学講座

Email Address

• Email Address

  nagao.kazunori.4jkyoto-u.ac.jp

Professional Memberships

• From Nov. 2020, To Present

  The Pharmaceutical Society of Japan
• THE SOCIETY OF SYNTHETIC ORGANIC CHEMISTRY
• THE CHEMICAL SOCIETY OF JAPAN

Academic Degree

• 25 Mar. 2013

  北海道大学修士（総合化学）
• 24 Mar. 2016

  北海道大学博士（理学）

Academic Resume (Undergraduate School/Majors)

• 北海道大学, 理学部化学科, 卒業

Research History

• From Aug. 2022, To Present

  Institute for Chemical Research, Kyoto University, Assistant Professor
• From Apr. 2019, To Present

  Kanazawa University, Institute of Medical, Pharmaceutical and Health Sciences, Faculty of Pharmacy, 助教
• From Apr. 2018, To Mar. 2019

  Kanazawa University, Institute of Medical, Pharmaceutical and Health Sciences, Faculty of Pharmacy, 博士研究員
• From Apr. 2016, To Mar. 2018

  プリンストン大学, 博士研究員 (日本学術振興会海外特別研究員)

ID,URL

• J-Global ID

  201901002980291101

researchmap URL

• https://researchmap.jp/nkazunori

Research

Research Interests

• Organosynthetic chemistry
• Organometallic chemistry

Research Areas

• Life sciences, Bioorganic chemistry
• Nanotechnology/Materials, Structural/physical organic chemistry
• Nanotechnology/Materials, Synthetic organic chemistry

Papers

• Organophotoredox-catalyzed semipinacol rearrangement via radical-polar crossover

  Taiga Kodo; Kazunori Nagao; Hirohisa Ohmiya

  Nature Communications, Dec. 2022

  
• A Triple Photoredox/Cobalt/Brønsted Acid Catalysis Enabling Markovnikov Hydroalkoxylation of Unactivated Alkenes

  Masanari Nakagawa; Yuki Matsuki; Kazunori Nagao; Hirohisa Ohmiya

  Journal of the American Chemical Society, 27 Apr. 2022

  
• Reductive Cross‐Coupling between Arylaldehydes and (Hetero)aryl Electrophiles Using Silylboronate Reductant

  Koh Watanabe; Mitsutaka Takeda; Kazunori Nagao; Hirohisa Ohmiya

  European Journal of Organic Chemistry, 24 Feb. 2022

  
• Aryl radical-mediated N-heterocyclic carbene catalysis

  Yuki Matsuki; Nagisa Ohnishi; Yuki Kakeno; Shunsuke Takemoto; Takuya Ishii; Kazunori Nagao; Hirohisa Ohmiya

  Nature Communications, Dec. 2021

  
• Carbocation Generation by Organophotoredox Catalysis

  Kazunori Nagao; Hirohisa Ohmiya

  Journal of Synthetic Organic Chemistry, Japan, 01 Nov. 2021

  
• Organophotoredox‐Catalyzed Decarboxylative N‐Alkylation of Sulfonamides

  Masanari Nakagawa; Kazunori Nagao; Zenichi Ikeda; Matthew Reynolds; Ignacio Ib{\'{a } },{\~{n } }ez; Junsi Wang; Norihito Tokunaga; Yusuke Sasaki; Hirohisa Ohmiya

  ChemCatChem, 17 Sep. 2021

  
• Radical Relay Trichloromethylacylation of Alkenes through N-Heterocyclic Carbene Catalysis.

  Mayu Kusakabe; Kazunori Nagao; Hirohisa Ohmiya

  Organic letters, 17 Sep. 2021

  
• Molecular Field Analysis Using Computational-Screening Data in Asymmetric N-Heterocyclic Carbene-Copper Catalysis toward Data-driven in silico Catalyst Optimization

  Masakiyo Mukai; Kazunori Nagao; Shigeru Yamaguchi; Hirohisa Ohmiya

  Bulletin of the Chemical Society of Japan, 04 Aug. 2021

  
• Decarboxylative N-Alkylation of Azoles through Visible-Light-Mediated Organophotoredox Catalysis

  Rino Kobayashi; Shotaro Shibutani; Kazunori Nagao; Zenichi Ikeda; Junsi Wang; Ignacio Ib{\'{a } },{\~{n } }ez; Matthew Reynolds; Yusuke Sasaki; Hirohisa Ohmiya

  Organic Letters, 17 Jun. 2021

  
• Fluorescent-Oxaboroles: Synthesis and Optical Property by Sugar Recognition

  Misaki Nakano; Rikako Nakamura; Yuto Sumida; Kazunori Nagao; Taniyuki Furuyama; Fuyuhiko Inagaki; Hirohisa Ohmiya

  Chemical and Pharmaceutical Bulletin, 01 Jun. 2021

  
• Synthesis of Sterically Hindered α-Hydroxycarbonyls through Radical–Radical Coupling

  Kenji Ota; Kazunori Nagao; Hirohisa Ohmiya

  Organic Letters, 14 May 2021

  
• Radical N-heterocyclic carbene catalysis for β-ketocarbonyl synthesis

  Takuya Ishii; Kazunori Nagao; Hirohisa Ohmiya

  Tetrahedron, May 2021

  
• Catalytic Reductive Cross‐Coupling between Aromatic Aldehydes and Arylnitriles

  Atsuhisa Mitsui; Kazunori Nagao; Hirohisa Ohmiya

  Chemistry – A European Journal, 26 Apr. 2021

  
• Organophotoredox-Catalyzed Three-Component Coupling of Heteroatom Nucleophiles, Alkenes, and Aliphatic Redox Active Esters

  Shotaro Shibutani; Kazunori Nagao; Hirohisa Ohmiya

  Organic Letters, 05 Mar. 2021

  
• Transition‐Metal‐Free Cross‐Coupling Using Tertiary Benzylic Organoboronates

  Kazunori Nagao

  Angewandte Chemie International Edition, Sep. 2020, Peer-reviewed

  
• Static to inducibly dynamic stereocontrol: The convergent use of racemic β-substituted ketones

  Jacob S. DeHovitz; Yong Yao Loh; Jacob A. Kautzky; Kazunori Nagao; Andrew J. Meichan; Motoshi Yamauchi; David W. C. MacMillan; Todd K. Hyster

  Science, 28 Aug. 2020, Peer-reviewed

  
• Direct Synthesis of Dialkyl Ketones from Aliphatic Aldehydes through Radical N-Heterocyclic Carbene Catalysis

  Kazunori Nagao

  ACS Catalysis, 07 Aug. 2020, Peer-reviewed

  
• Tertiary Alkylations of Aldehydes, Ketones or Imines Using Benzylic Organoboronates and a Base Catalyst

  Kazunori Nagao

  Bulletin of the Chemical Society of Japan, 15 May 2020, Peer-reviewed

  
• N-Heterocyclic Carbene-Catalyzed Radical Relay Enabling Synthesis of δ-Ketocarbonyls

  Kazunori Nagao

  Organic Letters, 27 Apr. 2020, Peer-reviewed

  
• Aliphatic Oxaboroles Enabling Remarkable Recognition of Diols

  Kazunori Nagao

  Bulletin of the Chemical Society of Japan, 26 Feb. 2020, Peer-reviewed

  
• Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions

  Kazunori Nagao

  Beilstein Journal of Organic Chemistry, 07 Feb. 2020, Peer-reviewed

  
• Copper-Catalyzed Enantioselective Reductive Cross-Coupling of Aldehydes and Imines

  Kazunori Nagao

  Organic Letters, 09 Jan. 2020, Peer-reviewed

  
• Organophotoredox-Catalyzed Decarboxylative C(sp3)–O Bond Formation

  Kazunori Nagao

  Journal of the American Chemical Society, 08 Jan. 2020, Peer-reviewed

  
• Reductive Umpolung for Asymmetric Synthesis of Chiral a-Allenic Alcohols

  Kazunori Nagao

  Chemical Communications, 2020, Peer-reviewed

  
• Recent advances in N-heterocyclic carbene-based radical catalysis

  Kazunori Nagao

  Chemical Science, 2020, Peer-reviewed

  
• N-Heterocyclic Carbene (NHC)/Metal Cooperative Catalysis

  Kazunori Nagao; Hirohisa Ohmiya

  Topics in Current Chemistry, Dec. 2019, Peer-reviewed

  
• N-Heterocyclic Carbene-Catalyzed Radical Relay Enabling Vicinal Alkylacylation of Alkenes

  Kazunori Nagao

  Journal of the American Chemical Society, 11 Sep. 2019, Peer-reviewed

  
• Synergistic N‐Heterocyclic Carbene/Palladium‐Catalyzed Aldehyde Acylation of Allylic Amines

  Kazunori Nagao

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

  
• N-Heterocyclic Carbene-Catalyzed Decarboxylative Alkylation of Aldehydes

  Kazunori Nagao

  Journal of the American Chemical Society, 06 Mar. 2019, Peer-reviewed

  
• Reductive Coupling between Aromatic Aldehydes and Ketones or Imines by Copper Catalysis

  Kazunori Nagao

  Journal of the American Chemical Society, 27 Feb. 2019, Peer-reviewed

  
• Dehydrative Allylation between Aldehydes and Allylic Alcohols through Synergistic N‐Heterocyclic Carbene/Palladium Catalysis

  Kazunori Nagao

  Chemistry – A European Journal, 14 Jan. 2019, Peer-reviewed

  
• Asymmetric Catalysis Using Aromatic Aldehydes as Chiral α-Alkoxyalkyl Anions

  Kazunori Nagao

  Journal of the American Chemical Society, 09 Jan. 2019, Peer-reviewed

  
• Phosphine-Catalyzed anti-Carboboration of Alkynoates with 9-BBN-Based 1,1-Diborylalkanes: Synthesis and Use of Multisubstituted γ-Borylallylboranes

  Yamazaki, A.; Nagao, K.; Iwai, T.; Ohmiya, H.; Sawamura, M.

  Angewandte Chemie - International Edition, 2018, Peer-reviewed

  
• Phosphine-Catalyzed Anti -Hydroboration of Internal Alkynes

  Nagao, K.; Yamazaki, A.; Ohmiya, H.; Sawamura, M.

  Organic Letters, 2018, Peer-reviewed

  
• Photoredox-catalyzed deuteration and tritiation of pharmaceutical compounds

  Loh, Y.Y.; Nagao, K.; Hoover, A.J.; Hesk, D.; Rivera, N.R.; Colletti, S.L.; Davies, I.W.; MacMillan, D.W.C.

  Science, 2017, Peer-reviewed

  
• Phosphine-Catalyzed Vicinal Acylcyanation of Alkynoates

  Murayama, H.; Nagao, K.; Ohmiya, H.; Sawamura, M.

  Organic Letters, 2016, Peer-reviewed

  
• Copper-catalyzed semihydrogenation of internal alkynes with molecular hydrogen

  Wakamatsu, T.; Nagao, K.; Ohmiya, H.; Sawamura, M.

  Organometallics, 2016, Peer-reviewed

  
• Synthesis of 1,1-Diborylalkenes through a Brønsted Base Catalyzed Reaction between Terminal Alkynes and Bis(pinacolato)diboron

  Morinaga, A.; Nagao, K.; Ohmiya, H.; Sawamura, M.

  Angewandte Chemie - International Edition, 2015, Peer-reviewed

  
• Anti-selective vicinal silaboration and diboration of alkynoates through phosphine organocatalysis

  Nagao, K.; Ohmiya, H.; Sawamura, M.

  Organic Letters, 2015, Peer-reviewed

  
• Copper-catalyzed enantioselective allylic cross-coupling with alkylboranes

  Hojoh, K.; Shido, Y.; Nagao, K.; Mori, S.; Ohmiya, H.; Sawamura, M.

  Tetrahedron, 2015, Peer-reviewed

  
• Copper-catalyzed stereoselective conjugate addition of alkylboranes to alkynoates

  Wakamatsu, T.; Nagao, K.; Ohmiya, H.; Sawamura, M.

  Beilstein Journal of Organic Chemistry, 2015, Peer-reviewed

  
• Copper(I)-catalyzed intramolecular hydroalkoxylation of unactivated alkenes

  Murayama, H.; Nagao, K.; Ohmiya, H.; Sawamura, M.

  Organic Letters, 2015, Peer-reviewed

  
• Copper-Catalyzed γ-Selective and Stereospecific Allylic Cross-Coupling with Secondary Alkylboranes

  Yasuda, Y.; Nagao, K.; Shido, Y.; Mori, S.; Ohmiya, H.; Sawamura, M.

  Chemistry - A European Journal, 2015, Peer-reviewed

  
• Phosphine-catalyzed anti-carboboration of alkynoates with alkyl-, alkenyl-, and arylboranes

  Nagao, K.; Ohmiya, H.; Sawamura, M.

  Journal of the American Chemical Society, 2014, Peer-reviewed

  
• Synthesis of trisubstituted alkenylstannanes through copper-catalyzed three-component coupling of alkylboranes, alkynoates, and tributyltin methoxide

  Wakamatsu, T.; Nagao, K.; Ohmiya, H.; Sawamura, M.

  Angewandte Chemie - International Edition, 2013, Peer-reviewed

  
• Reversible 1,3-anti/syn-stereochemical courses in copper-catalyzed γ-selective allyl-alkyl coupling between chiral allylic phosphates and alkylboranes

  Nagao, K.; Yokobori, U.; Makida, Y.; Ohmiya, H.; Sawamura, M.

  Journal of the American Chemical Society, 2012, Peer-reviewed

  
• Functional group tolerable synthesis of allylsilanes through copper-catalyzed -selective allyl-alkyl coupling between allylic phosphates and alkylboranes

  Nagao, K.; Ohmiya, H.; Sawamura, M.

  Synthesis, 2012, Peer-reviewed

  

Awards

• 22 Oct. 2013

  第4回大津会議メンバー（公益財団法人 MSD生命科学財団）
• 03 Dec. 2020

  有機合成化学協会「大正製薬」研究企画賞
• 01 May 2015

  日本化学会第95春季年会 学生講演賞
• 07 Jul. 2012

  第24回万有札幌シンポジウム ベストポスター賞(公財　万有生命科学振興国際交流財団)
• 24 Feb. 2016

  4th Frontier Chemistry Center International Symposium Poster Award（北海道大学）

External funds: Kakenhi

• 酸非存在下におけるカルボカチオンの触媒的発生に基づいた結合形成反応

  Grant-in-Aid for Early-Career Scientists

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

  Kanazawa University

  長尾 一哲

  From 01 Apr. 2021, To 31 Mar. 2024, Granted

  有機光酸化還元触媒;ラジカルー極性交差反応;カルボカチオン;強酸フリー;脱炭酸カップリング;触媒化学;有機硫黄光触媒;アルキル化;不斉反応

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-21K15223/
• 動的エキシトンを利用した硫黄カチオンラジカルの触媒的発生と結合形成反応への応用

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

  Transformative Research Areas, Section (II)

  Kanazawa University

  長尾 一哲

  From 10 Sep. 2021, To 31 Mar. 2023, Granted

  動的エキシトン;可視光酸化還元触媒;硫黄カチオンラジカル;結合形成反応;ラジカルー極性交差反応;コバルト触媒;ブレンステッド酸触媒;ヒドロアルコキシ化;ラジカル-極性交差反応

  https://kaken.nii.ac.jp/grant/KAKENHI-PUBLICLY-21H05388/
• Development of synthetic method for boron-contained drugs through single electron redox chemistry

  Grant-in-Aid for Research Activity Start-up

  0501:Physical chemistry, functional solid state chemistry, organic chemistry, polymers, organic materials, biomolecular chemistry, and related fields

  Kanazawa University

  Kazunori Nagao

  From 01 Apr. 2019, To 31 Mar. 2020, Project Closed

  ホウ素医薬品;環状オキサボリン;エーテル;ワンポット;1,2-ジオール;ボロアミノ酸;一電子酸化還元;遷移金属触媒;光酸化還元触媒;有機分子触媒;不活性結合活性化

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-19K21126/

Education

Teaching subject(s)

• From 01 Apr. 2023, To 31 Mar. 2024

  Laboratory Practice in Basic Fine Organic Synthesis

  4209, Year-long, Graduate School of Pharmaceutical Sciences, 1
• From 01 Apr. 2023, To 31 Mar. 2024

  Research in Basic Fine Organic Synthesis

  3209, Year-long, Graduate School of Pharmaceutical Sciences, 4
• From 01 Apr. 2023, To 31 Mar. 2024

  Basic Organic Chemistry Seminar

  2309, Year-long, Graduate School of Pharmaceutical Sciences, 2