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YASUKAWA Naoki
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Research Areas
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Nanotechnology/Materials / Synthetic organic chemistry
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Nanotechnology/Materials / Green sustainable chemistry and environmental chemistry
From School
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Gifu Pharmaceutical University Faculty of Pharmaceutical Science Faculty of Pharmaceutial Science Graduated
2011.04 - 2015.03
External Career
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Nagoya Institute of Technology Special researcher of the Japan Society for the Promotion of Science
2020.04 - 2023.03
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RWTH Aachen University 訪問研究員
2022.06 - 2022.12
Country:Germany
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University of Florida 訪問研究員
2022.01 - 2022.03
Country:United States
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Gifu Pharmaceutical University Special researcher of the Japan Society for the Promotion of Science
2018.04 - 2020.03
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Max-Planck-Institut für Kohlenforschung 訪問研究員
2018.10 - 2019.03
Country:Germany
Papers
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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
Language:English Publishing type:Research paper (scientific journal)
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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
Language:English Publishing type:Research paper (scientific journal) Publisher:Wiley
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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
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
Authorship:Lead author, Corresponding author Language:English Publishing type:Research paper (scientific journal) Publisher:American Chemical Society ({ACS})
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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
Publishing type:Research paper (scientific journal) Publisher:The Japan Institute of Heterocyclic Chemistry
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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
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.
Other Link: https://onlinelibrary.wiley.com/doi/full-xml/10.1002/cssc.202001739
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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
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
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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
Language:English Publishing type:Research paper (scientific journal) Publisher:American Chemical Society ({ACS})
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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
Language:English Publishing type:Research paper (scientific journal) Publisher:Georg Thieme Verlag {KG}
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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
Publishing type:Research paper (scientific journal) Publisher:American Chemical Society (ACS)
Misc
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不斉有機ホウ素ラジカル触媒
安川直樹
79 ( 4 ) 64 - 65 2024.04
Authorship:Lead author, Corresponding author Language:Japanese Publishing type:Article, review, commentary, editorial, etc. (scientific journal)
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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
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#!
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1,3,5‐Trimethoxybenzene Invited Reviewed
Takahiro Kawajiri, Naoki Yasukawa
Encyclopedia of Reagents for Organic Synthesis 1 - 5 2023.01
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
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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
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
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Decyanative deuteration and cyclopropanation of malononitriles using photoredox catalyst/boryl radical
2024.03
Event date: 2024.03
Language:Japanese Presentation type:Oral presentation (general)
Country:Japan
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Photoredox-catalyzed borylation of polyfluoroarenes using radical approach International coauthorship
2024.03
Event date: 2024.03
Language:Japanese Presentation type:Oral presentation (general)
Country:Japan
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Development of Stereoselective Decarboxylative Aldol Reaction of α-Amido Malonic Acid Half Esters to Isatins
2024.03
Event date: 2024.03
Language:Japanese Presentation type:Poster presentation
Country:Japan
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Development of novel synthetic method for chiral phosphine-containing β-amino acid precursors through asymmetric conjugate addition reaction
2024.03
Event date: 2024.03
Language:Japanese Presentation type:Poster presentation
Country:Japan
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Enantioselective synthesis of tetrasubstituted 2,3-dihydro-4-quinolones using chiral phosphoric acid catalysts
2024.03
Event date: 2024.03
Language:Japanese Presentation type:Poster presentation
Country:Japan
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Boryl radical-mediated decyanation of malononitriles using photoredox catalyst International coauthorship
2024.03
Event date: 2024.03
Language:Japanese Presentation type:Oral presentation (general)
Country:Japan
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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
Event date: 2023.11
Language:English Presentation type:Poster presentation
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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
Event date: 2023.09
Language:Japanese Presentation type:Oral presentation (invited, special)
Venue:名古屋工業大学(愛知)
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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
Event date: 2021.12
Language:English Presentation type:Poster presentation
Venue:online
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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
Event date: 2021.10
Language:Japanese Presentation type:Poster presentation
Venue:オンライン
Industrial Property Rights
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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
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
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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
Scientific Research Funds Acquisition Results
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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
Authorship:Principal investigator
Grant amount:\2860000 ( Direct Cost: \2200000 、 Indirect Cost:\660000 )
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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
Grant amount:\4810000 ( Direct Cost: \3700000 、 Indirect Cost:\360000 )
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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
Grant amount:\1900000 ( Direct Cost: \1900000 )
Media Coverage
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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
Author:Myself