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Development of New Nitrogen-Centered Radical Precursor and Photocatalytic Radical Amination

Research Project

Project/Area Number 15K13689
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Synthetic chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

Koike Takashi  東京工業大学, 科学技術創成研究院, 助教 (30451991)

Research Collaborator MIYAZAWA Kazuki  
Project Period (FY) 2015-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2016: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2015: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Keywords光触媒 / アミノ化 / 窒素ラジカル / ラジカル反応 / 太陽光 / 可視光 / アミノアルコール / イミダゾリン
Outline of Final Research Achievements

Photoredox catalysis has been regarded as a useful tool for radical reactions because it can catalyze single-electron-transfer processes under visible light irradiation. We have developed new nitrogen-centered radical precursors, 1-aminopyridinium salts and 1-iminopyridinium ylides. Photocatalytic aminohydroxylation of olefins, which results in production of useful 1,2-aminoalcohols, was achieved by combination of photoredox catalysis and new aminating reagents.

Report

(3 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • Research Products

    (8 results)

All 2016 2015 Other

All Journal Article (3 results) (of which Peer Reviewed: 3 results,  Open Access: 2 results,  Acknowledgement Compliant: 2 results) Presentation (4 results) (of which Int'l Joint Research: 1 results) Remarks (1 results)

  • [Journal Article] A Versatile Strategy for Difunctionalization of Carbon-Carbon Multiple Bonds by Photoredox Catalysis2016

    • Author(s)
      Takashi Koike, Munetaka Akita
    • Journal Title

      Organic Chemistry Frontiers

      Volume: 3 Issue: 10 Pages: 1345-1349

    • DOI

      10.1039/c6qo00139d

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Aminohydroxylation of Olefins with Iminopyridinium Ylides by Dual Ir Photocatalysis and Sc(OTf)3 Catalysis2016

    • Author(s)
      宮澤和己、小池隆司、穐田宗隆
    • Journal Title

      Tetrahedron

      Volume: 72 Issue: 48 Pages: 7813-7820

    • DOI

      10.1016/j.tet.2016.05.045

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Regiospecific Intermolecular Aminohydroxylation of Olefins by Photoredox Catalysis2015

    • Author(s)
      Kazuki Miyazawa, Takashi Koike, Munetaka Akita
    • Journal Title

      Chemistry -A European Journal

      Volume: 21 Issue: 33 Pages: 11677-11680

    • DOI

      10.1002/chem.201501590

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] フォトレドックス触媒による窒素及び酸素中心ラジカル種の発生と可視光触媒反応2016

    • Author(s)
      宮澤和己・小池隆司・穐田宗隆
    • Organizer
      第63回有機金属化学討論会
    • Place of Presentation
      早稲田大学西早稲田キャンパス
    • Year and Date
      2016-09-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] フォトレドックス触媒作用による窒素及び酸素中心ラジカル種の発生と光触媒反応2016

    • Author(s)
      小池隆司・宮澤和己・穐田宗隆
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学駒場キャンパス
    • Year and Date
      2016-09-06
    • Related Report
      2016 Annual Research Report
  • [Presentation] Regiospecific Intermolecular Aminohydroxylation of Olefins by Photoredox Catalysis2015

    • Author(s)
      Kazuki Miyazawa, Takashi Koike, Munetaka Akita
    • Organizer
      2015 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2015)
    • Place of Presentation
      Honolulu, Hawaii, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] フォトレドックス触媒によるオレフィン類の位置選択的アミノヒドロキシル化反応:新規な求電子的アミノ化試薬からの窒素ラジカル発生法の開発2015

    • Author(s)
      宮澤和己、小池隆司、穐田宗隆
    • Organizer
      第108回有機合成シンポジウム
    • Place of Presentation
      早稲田大学、日本
    • Year and Date
      2015-11-05
    • Related Report
      2015 Research-status Report
  • [Remarks] 研究室HP

    • URL

      http://www.res.titech.ac.jp/~smart/A_koike01.html

    • Related Report
      2016 Annual Research Report

URL: 

Published: 2015-04-16   Modified: 2018-03-22  

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