Updated on 2025/04/30

写真a

 
SEKINE KOHEI
 
Organization
Institute for Materials Chemistry and Engineering Department of Fundamental Organic Chemistry Assistant Professor
Interdisciplinary Graduate School of Engineering Sciences Department of Interdisciplinary Engineering Sciences(Concurrent)
Title
Assistant Professor
Contact information
メールアドレス
Tel
0925837787
Profile
新規有機合成反応の開発と新しい機能をもつ有機分子の創製

Research Areas

  • Nanotechnology/Materials / Synthetic organic chemistry

Degree

  • Doctor of Science

Research Interests・Research Keywords

  • Research theme: 有機金属化学

    Keyword: 有機金属化学

    Research period: 2024

  • Research theme: 有機材料化学

    Keyword: 有機材料化学

    Research period: 2024

  • Research theme: 有機合成化学

    Keyword: 有機合成化学

    Research period: 2024

  • Research theme: 有機光反応化学

    Keyword: 有機光反応化学

    Research period: 2024

  • Research theme: Development of Novel Synthetic Organic Reactions and Functional Organic Molecules

    Keyword: Synthetic Organic Chemistry, Organic Photochemistry, Organometallic Chemistry, Functional Organic Materials

    Research period: 2019.3

Awards

  • 2023年度 有機合成化学協会 東ソー 研究企画賞

    2024.2   有機合成化学協会   炭素資源の有効活用を指向した芳香族炭素-窒素結合の切断を伴う可視光駆動型二官能基化反応の開拓

Papers

  • Photoinduced Carbamoylarylation of Alkynes with N-Aryl Oxamic Acids. Reviewed International journal

    Kohei Sekine, Gaofan Yue, June Kajiwara, Di Wu, Akira Shiozuka, Yoichiro Kuninobu

    Organic letters   27 ( 15 )   3947 - 3951   2025.4   ISSN:1523-7060 eISSN:1523-7052

     More details

    Authorship:Lead author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Organic Letters  

    1,2-Difunctionalization of alkynes is an attractive synthetic protocol, because it can achieve a high step economy and provide various complex organic molecules. This study demonstrates the visible-light-induced carbamoylarylation of terminal alkynes using N-aryl oxamic acids as bifunctional reagents. The transformation involves the addition of carbamoyl radicals to alkenes, resulting in 1,4-aryl migration via C(aryl)-N bond cleavage to afford the corresponding arylacrylamides in moderate to good yields.

    DOI: 10.1021/acs.orglett.5c00866

    Web of Science

    Scopus

    PubMed

    researchmap

  • Divergent Synthesis of Silacycles by Ligand-Controlled Rhodium-Catalyzed Annulation of (2-Hydrosilylaryl)acetylenes. Reviewed International journal

    Kazuto Fuji, Kyohei Kawashima, Toshifumi Mori, Kohei Sekine, Yoichiro Kuninobu

    Organic letters   27 ( 7 )   1614 - 1619   2025.2   ISSN:1523-7060 eISSN:1523-7052

     More details

    Authorship:Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Organic Letters  

    This study demonstrates the rhodium-catalyzed divergent synthesis of 5-, 5,6-, and 8-membered silacyclic compounds, such as benzosilole, silolosiline, and disilocine, from (2-hydrosilylaryl)acetylenes. To achieve high product selectivity, intra- and intermolecular reactions are controlled by tuning the mono- and bidentate phosphine ligands on the rhodium catalyst precursor. Deuterium labeling experiments and computational studies reveal that the annulation reaction proceeds via hydride transfer to the alkyne moiety.

    DOI: 10.1021/acs.orglett.4c04694

    Web of Science

    Scopus

    PubMed

    researchmap

  • Gold-Catalyzed Synthesis of 5H-Benzo[b]indeno[2,1-d]silines by Insertion of Vinyl Carbocations into the Si-H Bond. Reviewed International journal

    Sekine K, Fuji K, Kawashima K, Mori T, Kuninobu Y

    Chemistry (Weinheim an der Bergstrasse, Germany)   e202403163   2024.9   ISSN:0947-6539

     More details

    Authorship:Lead author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/chem.202403163

    PubMed

  • Carbamoylarylation of Alkenes with N-Aryl Oxamic Acids Involving 1,4-Aryl Migration Via C(aryl)-N Bond Cleavage Reviewed

    Akira Shiozuka, Di Wu, Kyohei Kawashima, Toshifumi Mori, Kohei Sekine, Yoichiro Kuninobu

    ACS Catalysis   14 ( 8 )   5972 - 5977   2024.4   ISSN:2155-5435 eISSN:2155-5435

     More details

    Authorship:Corresponding author   Publishing type:Research paper (scientific journal)   Publisher:ACS Catalysis  

    We report carbamoylarylation of alkenes using N-aryl oxamic acid derivatives under visible-light irradiation. Reactions of alkenes with carbamoyl radicals generated using N-aryl oxamic acid derivatives to afford Giese-type products or 3,4-dihydroquinolin-2(1H)-ones via ortho-radical addition to an aryl amide moiety have been previously reported. However, this study reveals that the introduction of a removable bulky group onto the nitrogen atom of N-aryl oxamic acids facilitates the radical addition of carbamoyl radicals to alkenes, resulting in 1,4-aryl migration via C(aryl)-N bond cleavage, thus affording arylpropanamides. Various alkenes, such as acrylic acid and styrene derivatives, are successfully applied to the synthesis of a variety of arylpropanamide derivatives, including 1,4-dicarbonyl amides, forming two C-C bonds.

    DOI: 10.1021/acscatal.4c00523

    Web of Science

    Scopus

    researchmap

  • Bifunctional 1-Hydroxypyrene Photocatalyst for Hydrodesulfurization via Reductive C(Aryl)-S Bond Cleavage

    Di Wu, Akira Shiozuka, Kyohei Kawashima, Toshifumi Mori, Kohei Sekine, Yoichiro Kuninobu

    Organic Letters   25 ( 18 )   3293 - 3297   2023.5

     More details

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

    We developed the visible-light-induced hydrodesulfurization of alkyl aryl thioethers via the reductive cleavage of the C(aryl)-S bond using 1-hydroxypyrene as a Brønsted acid-reductant bifunctional photocatalyst. The hydrodesulfurization reaction proceeded under simple reaction conditions (1-hydroxypyrene and Et3N in THF under purple LED illumination); this reaction did not require chemicals commonly used for hydrodesulfurization, such as hydrosilanes, transition metal catalysts, and/or stoichiometric amounts of metal reagents. Detailed mechanistic studies based on control experiments, spectroscopic measurements, and computational studies revealed that the cleavage of the C(aryl)-S bond and the formation of the C(aryl)-H bond proceeded via the formation of the ion pair between the radical anion of alkyl aryl thioether and Et3N+H, resulting in the generation of a sulfur radical. In addition, the 1-hydroxypyrene catalyst was regenerated via hydrogen atom transfer (HAT) from Et3N.

    DOI: 10.1021/acs.orglett.3c01061

▼display all

Books

  • Silver-Catalyzed CO2 Incorporation

    T. Yamada, K. Sekine, Y. Sadamitsu, K. Saito(Role:Joint author)

    Wiley-VCH Verlag GmbH & Co. KGaA  2018.12 

     More details

    Language:English   Book type:Scholarly book

  • 二酸化炭素を用いた化学品製造技術

    杉本 裕, 室井 髙城, 矢部 智宏, 小河 脩平, 関根 泰, 梅田 実, 内田 希, 白仁田 沙代子, 井出 裕介, 武石 薫, 中田 一弥, 寺島 千晶, 勝又 健一, 藤嶋 昭, 栄長 泰明, 川島 慎悟, 三上 幸一, 山田 徹, 関根 康平, 藤原 哲晶, 辻 康之, 木村 正成, 美多 剛, 佐藤 美洋, 高野 一史, 崔 準哲, 安田 弘之, 岡田 昌樹, 冨重 圭一, 榧木 啓人, 深谷 訓久, 古賀 舞都, 富永 洋一, 三宅 信寿, 青柳 直人, 落合 文吾, 遠藤 剛, 松井 南, 米山 賢, 中野 遼, 野崎 京子(Role:Joint author)

    S&T出版  2016.4 

     More details

    Language:Japanese   Book type:Scholarly book

Presentations

  • 非共有結合性相互作用を用いたC(sp3)-H酸化反応の開発

    野並 玲奈、遠山 穂佳、白石 夏南太、関根 康平、國信 洋一郎

    日本化学会第105春季年会  2025.3 

     More details

    Event date: 2025.3

  • 反応点のスイッチ可能な糖類の位置選択的C(sp3)-Hフッ素化

    黒川 瑛莉奈、李 艶茹、関根 康平、國信 洋一郎

    日本化学会第105春季年会  2025.3 

     More details

    Event date: 2025.3

  • 芳香族炭素-酸素結合切断を伴うアリール転位を鍵とするアルケンの二官能基化反応

    遠山 穂佳、関根 康平、國信 洋一郎

    日本化学会第105春季年会  2025.3 

     More details

    Event date: 2025.3

  • 糖類の位置選択的なC(sp3)-Hフッ素化

    黒川 瑛莉奈、李 艶茹、関根 康平、國信 洋一郎

    第125回有機合成シンポジウム  2024.11 

     More details

    Event date: 2024.11

  • 遷移金属触媒によるヒドロシリルアリールアセチレン類の環化反応の開発

    藤 和人、関根 康平、國信 洋一郎

    第125回有機合成シンポジウム  2024.11 

     More details

    Event date: 2024.11

▼display all

MISC

  • マンガン触媒によるアルケンの選択的な脱水素シリル化反応 Reviewed

    関根康平

    有機合成化学協会誌   2022.6

     More details

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

  • ハイデルベルクでの研究生活

    関根康平

    Organometallic News   2020.5

     More details

    Language:Japanese  

  • 金触媒と光が織りなす反応の世界―金(I)/金(III)の触媒サイクルを経る反応の新展開 Reviewed

    関根康平、山田徹

    月刊『化学』   2018.2

     More details

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

  • Gold and carbon dioxide quo vadis

    Kohei Sekine

    Gold Bulletin   2017.6

     More details

    Language:English  

    The current development on gold catalysts in the context of carbon dioxide transformation is summarized.

    DOI: 10.1007/s13404-017-0207-y

  • Silver-catalyzed carboxylation

    K. Sekine, T. Yamada

    Chemical Society Reviews   2016.8

     More details

    Language:English  

    Silver-catalyzed reactions are some of the important methodologies in organic chemistry. Since 2007, a new application of silver catalysts has been emerging. For the sequential carboxylation and cyclization of alkyne derivatives, such as propargyl alcohols and amines, using carbon dioxide, silver catalysts show significant reactivity under mild conditions unlike other transition metals. These developments have received much attention for the effective utilization of carbon dioxide in organic chemistry to synthesize heterocyclic compounds. Related silver-catalyzed C-C bond forming reactions with carbon dioxide have also provided the synthetic methods of the corresponding carboxylic acid derivatives. In this review, the recent studies of the silver-catalyzed carboxylation reactions using carbon dioxide are described.

    DOI: 10.1039/c5cs00895f

Professional Memberships

  • ケイ素化学協会

    2022.4

      More details

  • 近畿化学協会

  • 日本化学会

  • 有機合成化学協会

  • 基礎有機化学会

▼display all

Committee Memberships

  • ケイ素化学協会   事務局   Domestic

    2022.4 - 2024.3   

Academic Activities

  • 座長

    日本化学会 第104春季年会  ( Japan ) 2024.3

     More details

    Type:Competition, symposium, etc. 

  • Screening of academic papers

    Role(s): Peer review

    2023

     More details

    Type:Peer review 

    Number of peer-reviewed articles in foreign language journals:5

    Number of peer-reviewed articles in Japanese journals:0

    Proceedings of International Conference Number of peer-reviewed papers:0

    Proceedings of domestic conference Number of peer-reviewed papers:0

  • 座長

    日本化学会 第102春季年会  ( Japan ) 2022.3 - 2021.3

     More details

    Type:Competition, symposium, etc. 

  • 座長

    日本化学会 第101春季年会  ( Japan ) 2021.3

     More details

    Type:Competition, symposium, etc. 

Research Projects

  • 芳香族炭素-窒素結合切断を利用した光駆動型二官能基化反応の開発

    Grant number:24K08413  2024.4 - 2027.3

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

    関根 康平

      More details

    Grant type:Scientific research funding

    豊富に存在する有機化合物や単純な炭素資源から高付加価値な化合物をグリーンな有機反応で提供することは重要である。芳香族アミン類やアルケンは豊富に存在するため、これらを対象とした有機反応の合成的利用価値は高い。本研究では、高難度で変換手法が限定的であった芳香族アミン誘導体の炭素-窒素結合の切断を伴う反応の開発を目的とする。特に、芳香族アミン誘導体を芳香環と含窒素官能基を供給する反応剤と捉え、光エネルギーを用いるアルケンの二官能基化反応の開発を目指す。本反応により、入手容易で豊富に存在する原料から、生理活性物質や医薬品の主要な分子骨格でもある多彩な含窒素化合物の効率的な供給が可能となる。

    CiNii Research

  • 光エネルギーを用いる炭素資源の有機合成化学的利用法の開拓

    2023

    九州大学エネルギー研究教育機構  若手研究者・博士課程学生支援プログラム  九州大学エネルギー研究教育機構 若手研究者・博士課程学生支援プログラム:若手研究チーム枠

      More details

    Authorship:Principal investigator  Grant type:On-campus funds, funds, etc.

  • 光誘起電子移動を鍵とする不活性な芳香族C-N結合の切断を伴う官能基化反応の開発

    Grant number:22K14684  2022 - 2023

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Early-Career Scientists

      More details

    Authorship:Principal investigator  Grant type:Scientific research funding

  • 有機機能性材料の創製を指向した含ケイ素π共役系分子の高効率的合成手法の開発

    2020

    公益財団法人 松籟科学技術振興財団  松籟科学技術振興財団研究助成 

      More details

    Grant type:Donation

  • 平衡を利用する位置選択的な環化反応の開発

    2020

    公益財団法人住友財団 

      More details

    Grant type:Donation

▼display all

Educational Activities

  • 研究室内での研究、実験指導やセミナーを通した学生の教育に取り組んでいます。

FD Participation

  • 2024.11   Role:Participation   Title:先導物質化学研究所 FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2023.10   Role:Participation   Title:先導物質化学研究所 FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2023.2   Role:Participation   Title:先導物質化学研究所 FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2022.1   Role:Participation   Title:先導物質化学研究所 FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2021.1   Role:Participation   Title:先導物質化学研究所 R2年度 第1回FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

▼display all

Social Activities

  • 化学で遊ぼう~スーパーボール作り~

    大野城市  大野城市 心のふるさと館  2024.8

     More details

    Audience:General, Scientific, Company, Civic organization, Governmental agency

    Type:Other

  • 化学で遊ぼう~スーパーボール作り~

    大野城市  大野城市 心のふるさと館  2023.7

     More details

    Audience:General, Scientific, Company, Civic organization, Governmental agency

    Type:Other

  • 化学で遊ぼう~スーパーボール作り~

    大野城市  大野城市 心のふるさと館  2022.8

     More details

    Audience:General, Scientific, Company, Civic organization, Governmental agency

    Type:Other