YASUKAWA Naoki

写真a

Affiliation Department

工学専攻

Contact information

Contact information

Homepage

http://www.ach.nitech.ac.jp/~organic/nakamura/index.html

External Link

Degree

  • 博士(薬科学) ( 2020.03   岐阜薬科大学 )

Research Areas

  • Nanotechnology/Materials / Synthetic organic chemistry

  • Nanotechnology/Materials / Green sustainable chemistry and environmental chemistry

From School

  • Gifu Pharmaceutical University   Graduated

    2017.04 - 2020.03

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    Country:Japan

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  • Gifu Pharmaceutical University   Graduated

    2015.04 - 2017.03

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  • Gifu Pharmaceutical University   Faculty of Pharmaceutical Science   Faculty of Pharmaceutial Science   Graduated

    2011.04 - 2015.03

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External Career

  • Nagoya Institute of Technology   Special researcher of the Japan Society for the Promotion of Science

    2020.04 - 2023.03

  • RWTH Aachen University   訪問研究員

    2022.06 - 2022.12

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    Country:Germany

  • University of Florida   訪問研究員

    2022.01 - 2022.03

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    Country:United States

  • Gifu Pharmaceutical University   Special researcher of the Japan Society for the Promotion of Science

    2018.04 - 2020.03

  • Max-Planck-Institut für Kohlenforschung   訪問研究員

    2018.10 - 2019.03

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    Country:Germany

Professional Memberships

  • 日本化学会

    2017.12

  • 有機合成化学協会

    2017.01

  • 日本薬学会

    2014.12

 

Papers

  • Organocatalytic Stereoselective Decarboxylative Addition of α-Amido Malonic Acid Half Oxyesters to Isatins Reviewed

    Kazuki Fujita, Ibuki Kumazawa, Jyunpei Yokoi, Kazuki Abe, Tsunayoshi Takehara, Takeyuki Suzuki, Naoki Yasukawa, Shuichi Nakamura*

    Advanced Synthesis & Catalysis   366 ( 3 )   438 - 443   2024.02

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/adsc.202301100

  • Direct Regioselective Dehydrogenation of α‐Substituted Cyclic Ketones Reviewed

    Sebastian Armin Schwengers, Gabriela Guillermina Gerosa, Tynchtyk Amatov, Naoki Yasukawa, Sebastian Brunen, Markus Leutzsch, Benjamin Mitschke, Grigory Shevchenko, Benjamin List

    Angewandte Chemie International Edition   2023.06

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    DOI: 10.1002/anie.202307081

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  • Asymmetric synthesis of tetrasubstituted cyclic amines via aza-Henry reaction using cinchona alkaloid sulfonamide/zinc(ii) catalysts Reviewed

    Naoki Yasukawa, Ami Yamanoue, Tsunayoshi Takehara, Takeyuki Suzuki, Shuichi Nakamura

    Chemical Communications   2021.12

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    Authorship:Lead author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Royal Society of Chemistry ({RSC})  

    DOI: 10.1039/D1CC06492D

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  • Gold-Catalyzed Tandem Oxidative Coupling Reaction between β-Ketoallenes and Electron-Rich Arenes to 2-Furylmethylarenes

    Naoki Yasukawa, Yutaro Yamada, Chikara Furugen, Yuya Miki, Hironao Sajiki, Yoshinari Sawama

    Organic Letters   23 ( 15 )   5891 - 5895   2021.07

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    Authorship:Lead author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society ({ACS})  

    DOI: 10.1021/acs.orglett.1c02007

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  • Palladium on Carbon–Catalyzed Oxidative Transformation of Benzylic Ethers

    Ryoya Takakura, Shoko Kuwata, Kouki Nakano, Naoki Yasukawa, Hironao Sajiki, Yoshinari Sawama

    HETEROCYCLES   103 ( 1 )   494 - 494   2021

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    Publishing type:Research paper (scientific journal)   Publisher:The Japan Institute of Heterocyclic Chemistry  

    DOI: 10.3987/com-20-s(k)25

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  • Copper‐Catalyzed Aqueous N−O Bond Cleavage of 2‐Oxa‐3‐Azabicyclo Compounds to Cyclic cis ‐1,4‐Amino Alcohols

    Naoki Yasukawa, Yuya Miki, Marina Kuwata, Hironao Sajiki, Yoshinari Sawama

    ChemSusChem   13 ( 21 )   5632 - 5637   2020.11

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    Authorship:Lead author   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    © 2020 Wiley-VCH GmbH The N−O bond cleavage of 2-oxa-3-azabicyclo substrates, which are readily prepared by the hetero Diels-Alder reaction between nitroso dienophiles and cyclic 1,3-dienes, was effectively catalyzed by heterogeneous copper-on-carbon (Cu/C) under aqueous conditions to give the corresponding cyclic cis-1,4-amino alcohol derivatives. The present method was applied to the direct incorporation of the hydroxy and amino groups derived from a nitroso substrate into cyclic 1,3-dienes with cis-selectivity by the combination of the in situ formation of 2-oxa-3-azabicyclo compounds and following Cu/C-catalyzed N−O bond cleavage. The obtained cis-4-aminocyclohexenols, derived from cyclohexadiene as a cyclic 1,3-diene, could be selectively oxidized by using the ruthenium-on-carbon (Ru/C) catalyst under oxygen atmosphere to the corresponding 4-aminocyclohexenones at 50–65 °C or para-iminoquinones at 100–110 °C as useful reactive synthetic precursors.

    DOI: 10.1002/cssc.202001739

    Scopus

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    Other Link: https://onlinelibrary.wiley.com/doi/full-xml/10.1002/cssc.202001739

  • Platinum on Carbon–Catalyzed and Chemoselective Aqueous Oxygen Oxidation of Aromatic Acetals to Benzoic Acids

    Naoki Yasukawa, Takumi Matsuda, Eisho Shimizu, Hironao Sajiki, Yoshinari Sawama

    HETEROCYCLES   100 ( 1 )   145 - 145   2020

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    Authorship:Lead author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Japan Institute of Heterocyclic Chemistry  

    Novel chemoselective transformations can diversify the synthetic pathways of the target molecules. The chemoselective oxidation of aromatic acetals to benzoic acid derivatives under platinum on carbon (Pt/C)-catalyzed oxygen oxidation conditions has been newly developed with a tolerance of aliphatic acetals and ketals. The present oxidation was clean and useful from the viewpoint of the easy removal of Pt/C and the use of molecular oxygen as a green oxidant in water as an abundant, non-toxic and environmentally friendly solvent.

    DOI: 10.3987/com-19-14122

    Web of Science

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  • Birch-Type Reduction of Arenes in 2-Propanol Catalyzed by Zero-Valent Iron and Platinum on Carbon

    Yoshinari Sawama, Kazuho Ban, Kazuhiro Akutsu-Suyama, Hiroki Nakata, Misato Mori, Tsuyoshi Yamada, Takahiro Kawajiri, Naoki Yasukawa, Kwihwan Park, Yasunari Monguchi, Yukio Takagi, Masatoshi Yoshimura, Hironao Sajiki

    ACS Omega   4 ( 7 )   11522 - 11531   2019.07

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society ({ACS})  

    DOI: 10.1021/acsomega.9b01130

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  • Synthesis of Pyrroles from 3,6-Dihydro-2H-1,2-oxazines on Cu/C

    Yasukawa Naoki

    Synfacts   15 ( 01 )   0074 - 0074   2019.01

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Georg Thieme Verlag {KG}  

    DOI: 10.1055/s-0037-1611158

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  • Stainless Steel-Mediated Hydrogen Generation from Alkanes and Diethyl Ether and Its Application for Arene Reduction

    Yoshinari Sawama, Naoki Yasukawa, Kazuho Ban, Ryota Goto, Miki Niikawa, Yasunari Monguchi, Miki Itoh, Hironao Sajiki

    Organic Letters   20 ( 10 )   2892 - 2896   2018.05

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    Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/acs.orglett.8b00931

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Misc

  • 不斉有機ホウ素ラジカル触媒

    安川直樹

    79 ( 4 )   64 - 65   2024.04

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    Authorship:Lead author, Corresponding author   Language:Japanese   Publishing type:Article, review, commentary, editorial, etc. (scientific journal)  

  • Accessing unnatural α-amino acids with tetrasubstituted stereogenic centers via catalytic enantioselective reactions of ketimine-type α-iminoesters/α-iminoamides Invited Reviewed

    Naoki Yasukawa,* Shuichi Nakamura*

    Chemical Communications   59   8343 - 8374   2023.06

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    Authorship:Lead author, Corresponding author   Language:English   Publishing type:Article, review, commentary, editorial, etc. (scientific journal)  

    DOI: 10.1039/D3CC02236F

    Other Link: https://pubs.rsc.org/en/content/articlelanding/2023/cc/d3cc02236f#!

  • 1,3,5‐Trimethoxybenzene Invited Reviewed

    Takahiro Kawajiri, Naoki Yasukawa

    Encyclopedia of Reagents for Organic Synthesis   1 - 5   2023.01

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    Language:English   Publishing type:Article, review, commentary, editorial, etc. (scientific journal)  

    DOI: 10.1002/047084289X.rn02526

    Other Link: https://onlinelibrary.wiley.com/doi/abs/10.1002/047084289X.rn02526

  • イオン対相互作用による芳香族C(sp2)–Hホウ素化反応の位置選択性制御 Reviewed

    安川直樹

    79 ( 6 )   592 - 593   2021.06

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    Authorship:Lead author, Corresponding author   Language:Japanese   Publishing type:Article, review, commentary, editorial, etc. (scientific journal)  

    DOI: 10.5059/yukigoseikyokaishi.79.592

    Other Link: https://doi.org/10.5059/yukigoseikyokaishi.79.592

Presentations

  • Decyanative deuteration and cyclopropanation of malononitriles using photoredox catalyst/boryl radical

    2024.03 

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    Event date: 2024.03

    Language:Japanese   Presentation type:Oral presentation (general)  

    Country:Japan  

  • Photoredox-catalyzed borylation of polyfluoroarenes using radical approach International coauthorship

    2024.03 

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    Event date: 2024.03

    Language:Japanese   Presentation type:Oral presentation (general)  

    Country:Japan  

  • Development of Stereoselective Decarboxylative Aldol Reaction of α-Amido Malonic Acid Half Esters to Isatins

    2024.03 

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    Event date: 2024.03

    Language:Japanese   Presentation type:Poster presentation  

    Country:Japan  

  • Development of novel synthetic method for chiral phosphine-containing β-amino acid precursors through asymmetric conjugate addition reaction

    2024.03 

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    Event date: 2024.03

    Language:Japanese   Presentation type:Poster presentation  

    Country:Japan  

  • Enantioselective synthesis of tetrasubstituted 2,3-dihydro-4-quinolones using chiral phosphoric acid catalysts

    2024.03 

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    Event date: 2024.03

    Language:Japanese   Presentation type:Poster presentation  

    Country:Japan  

  • Boryl radical-mediated decyanation of malononitriles using photoredox catalyst International coauthorship

    2024.03 

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    Event date: 2024.03

    Language:Japanese   Presentation type:Oral presentation (general)  

    Country:Japan  

  • Enantioselective synthesis of α,α-disubstituted cyclic α-amino acids via aza-Henry reaction using cinchona alkaloid sulfonamide/zinc (II) catalysts International conference

    The 15th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-15)  2023.11  IKCOC Ogranizing Comittee

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    Event date: 2023.11

    Language:English   Presentation type:Poster presentation  

  • ホウ素ラジカルを用いたシアノ基の光触媒的変換反応 Invited

    安川 直樹

    第二回東海地区有機化学若手の会  2023.09  中村修一

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    Event date: 2023.09

    Language:Japanese   Presentation type:Oral presentation (invited, special)  

    Venue:名古屋工業大学(愛知)  

  • One-pot pyrrole synthesis based on copper–catalyzed N–O bond activation and its application to reductive N–O bond cleavage International conference

    Naoki Yasukawa, Hironao Sajiki, Yoshinari Sawama

    Pacifichem 2021  2021.12 

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    Event date: 2021.12

    Language:English   Presentation type:Poster presentation  

    Venue:online  

  • 不活性環状ケチミン類へのシンコナアルカロイドスルホンアミド–亜鉛(Ⅱ)触媒を用いた不斉aza-Henry反応による四置換不斉炭素中心の構築

    山上 亜美、安川 直樹、中村 修一

    第52回 中部化学関係学協会支部連合秋季大会  2021.10 

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    Event date: 2021.10

    Language:Japanese   Presentation type:Poster presentation  

    Venue:オンライン  

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Industrial Property Rights

  • 不均一系パラジウム触媒を用いたシクロアルカジエンまたはシクロアルケン構造を有する化合物の脱水素反応による芳香族化合物の製造方法

    澤間 善成、安川 直樹、門口 泰也、佐治木 弘尚

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    Applicant:エヌ・イーケムキャット株式会社

    Application no:P2017-103274  Date applied:2017.05

    Announcement no:P2018-197218A  Date announced:2018.12

    Patent/Registration no:6918577  Date registered:2021.07  Date issued:2021.08

Awards

  • 中外製薬 研究企画賞

    2024.02   有機合成化学協会   シアノ基の脱離を起点とした革新的合成戦略の提唱

    安川直樹

  • 第14回 HOPE Meeting Fellow

    2023.02  

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  • 第12回 大津会議アワードフェロー

    2021.10  

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  • 日本学術振興会特別研究員(PD)

    2020.04  

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  • 日本学術振興会海外特別研究員 採用内定(コロナの為、辞退)

    2020.04  

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  • 岐阜薬科大学学生表彰

    2020.03  

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  • 日本学術振興会特別研究員(DC2)

    2018.04  

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  • 第48回 中部化学関係学協会支部連合秋季大会 優秀賞

    2017.11  

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  • 日本薬学会第137年会 学生優秀発表賞

    2017.03  

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  • 第46回複素環化学討論会 学生講演賞(Heterocycles賞)

    2016.09  

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Scientific Research Funds Acquisition Results

  • 可視光駆動型ヘテロ原子ラジカル発生を起点としたシアノ化合物の分子変換戦略の創成

    Grant number:23K19242  2023.08 - 2025.03

    科学研究費補助金  研究活動スタート支援

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    Authorship:Principal investigator 

    Grant amount:\2860000 ( Direct Cost: \2200000 、 Indirect Cost:\660000 )

  • ラジカル反応における四級不斉炭素中心の構築を目指したハイブリッド型触媒の開発

    Grant number:20J01913  2020.04 - 2023.03

    科学研究費補助金  特別研究員奨励費

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    Grant amount:\4810000 ( Direct Cost: \3700000 、 Indirect Cost:\360000 )

  • 不均一系触媒を駆使したタンデム型多置換芳香族化合物の構築法

    Grant number:18J14010  2018.04 - 2020.03

    科学研究費補助金  特別研究員奨励費

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    Grant amount:\1900000 ( Direct Cost: \1900000 )

 

Media Coverage

  • ベンジル位アセタールを選択的に酸素酸化する不均一系触媒 Internet

    Chem-Station  Chem-Station  スポットライトリサーチ  2016.11

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    Author:Myself