• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Development of New Fluorination Reactions Aiming for Conversion of Raw Materials in Fluorination

Research Project

Project/Area Number 16K05703
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic chemistry
Research InstitutionSaga University

Principal Investigator

KITAMURA Tsugio  佐賀大学, 理工学部, 教授 (00153122)

Co-Investigator(Kenkyū-buntansha) 小山田 重蔵  佐賀大学, 理工学部, 助教 (60525393)
Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2018: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2017: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2016: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywordsフッ素化反応 / 超原子価ヨウ素 / 有機フッ素化合物 / 触媒反応 / 有機化学
Outline of Final Research Achievements

In general, fluorination reactions need fluorine gas as a fluorine source. A safe and convenient fluorination reaction without fluorine gas is desirable. We have developed the safe and convenient fluorine reactions mediated by hypervalent iodine, where safer HF reagents are used as the fluorine source instead of dangerous fluorine gas. Furthermore, catalytic fluorination reactions using iodobenzenes have been developed. We are challenging the raw material conversion of fluorination reactions replacing conventional fluorination reactions using fluorine gas.

Academic Significance and Societal Importance of the Research Achievements

本研究で開発される技術は、従来のフッ素ガスを用いる方法では為し得なかった、安全かつ選択的フッ素化反応が進行させることができる優れた製造方法である。安全性と製造工程の簡便性、さらに重要なコスト面において、従来法をしのぐフッ素化技術である。これまでのフッ素化技術を一変させるフッ素化反応として産業界へ大きく貢献できる意義ある研究である。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (32 results)

All 2019 2018 2017 2016

All Journal Article (7 results) (of which Peer Reviewed: 7 results,  Acknowledgement Compliant: 2 results) Presentation (25 results) (of which Int'l Joint Research: 6 results,  Invited: 3 results)

  • [Journal Article] Synthesis of [1]Benzothieno[3,2-b][1]benzothiophene Derivatives via Successive Iodocyclization/Photocyclization of Alkynes2019

    • Author(s)
      Tsugio Kitamura, Kazuhiro Morita, Haruka Nakamori, Juzo Oyamada
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 84 Issue: 7 Pages: 4191-4199

    • DOI

      10.1021/acs.joc.9b00213

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of β-Fluorovinyliodonium Salts by the Reaction of Alkynes with Hypervalent Iodine/HF Reagents2018

    • Author(s)
      Kitamura Tsugio、Mizuno Shota、Muta Kensuke、Oyamada Juzo
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 83 Issue: 5 Pages: 2773-2778

    • DOI

      10.1021/acs.joc.7b03223

    • Related Report
      2018 Annual Research Report 2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Difluorination of Functionalized Aromatic Olefins Using Hypervalent Iodine/HF Reagents2018

    • Author(s)
      Tsugio Kitamura, Kento Yoshida, Shota Mizuno, Azusa Miyake, Juzo Oyamada
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 83 Issue: 24 Pages: 14853-14860

    • DOI

      10.1021/acs.joc.8b02473

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Hypervalent Iodine/HF Reagents for the Synthesis of 3-Fluoropyrrolidines2017

    • Author(s)
      Kitamura Tsugio、Miyake Azusa、Muta Kensuke、Oyamada and Juzo
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 82 Issue: 22 Pages: 11721-11726

    • DOI

      10.1021/acs.joc.7b01266

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Hypervalent Iodine/Triflate Hybrid Benzdiyne Equivalents: Access to Controlled Synthesis of Polycyclic Aromatic Compounds2017

    • Author(s)
      Kitamura Tsugio、Gondo Keisuke、Oyamada Juzo
    • Journal Title

      Journal of the American Chemical Society

      Volume: 139 Issue: 25 Pages: 8416-8419

    • DOI

      10.1021/jacs.7b04483

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Hypervalent Iodine-Mediated Fluorination: Development of Catalytic and Stoichiometric Fluorination Reactions2017

    • Author(s)
      北村二雄
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 75 Issue: 2 Pages: 134-143

    • DOI

      10.5059/yukigoseikyokaishi.75.134

    • NAID

      130005549271

    • ISSN
      0037-9980, 1883-6526
    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Copper-Free Double Silylation of 1,2-Dibromobenzenes Using a Mg/LiCl/DMI System2017

    • Author(s)
      Tsugio Kitamura, Rin Yamada, Keisuke Gondo, Nobuo Eguchi, Juzo Oyamada
    • Journal Title

      Synthesis

      Volume: 印刷中 Issue: 11 Pages: 2495-2500

    • DOI

      10.1055/s-0036-1588726

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 超原子価ヨウ素を用いる芳香族オレフィン類のフッ素化反応の開発2018

    • Author(s)
      吉田健人、水野翔太、小山田重蔵、北村二雄
    • Organizer
      第28回万有福岡シンポジウム
    • Related Report
      2018 Annual Research Report
  • [Presentation] アルキニルヨードニウム塩を用いるイミダゾール誘導体の合成2018

    • Author(s)
      福盛湧基、小山田重蔵、北村二雄
    • Organizer
      第55回化学関連支部合同九州大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 嵩高い置換基をもつ超原子価ヨウ素化合物の合成と反応2018

    • Author(s)
      菅 紗弥、北村二雄、小山田重蔵
    • Organizer
      第55回化学関連支部合同九州大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 超原子価ヨウ素を用いるカルコン誘導体のフッ素化反応2018

    • Author(s)
      吉田健人、水野翔太、小山田重蔵、北村二雄
    • Organizer
      第55回化学関連支部合同九州大会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Recent Development of Hypervalent Iodine Benzyne Equivalents2018

    • Author(s)
      Tsugio Kitamura
    • Organizer
      6th International Conference on Hypervalent Iodine Chemistry
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis of [1]Benzothieno[3,2-b][1]benzothiophene (BTBT) Derivatives via Successive Iodocyclization/Photocyclization of Alkynes2018

    • Author(s)
      Tsugio Kitamura, Kazuhiro Morita, Haruka Nakamori, and Juzo Oyamada
    • Organizer
      28th International Symposium on the Organic Chemistry of Sulfur
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 超原子価ヨウ素/HF反応剤を用いるカルコン類のフッ素化反応2018

    • Author(s)
      吉田健人、小山田重蔵、北村二雄
    • Organizer
      第21回ヨウ素学会シンポジウム
    • Related Report
      2018 Annual Research Report
  • [Presentation] 超原子価ヨウ素を用いるHF反応剤による官能基をもつアルケンのフッ素化反応2018

    • Author(s)
      北村二雄、吉田健人、水野翔太、三宅あずさ、小山田重蔵
    • Organizer
      第45回有機典型元素化学討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] New Synthesis of Benzothienobenzothiophene (BTBT) Derivatives2018

    • Author(s)
      Tsugio Kitamura, Kazuhiro Morita, Haruka Nakamori, Juzo Oyamada
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 第23回日本化学会九州支部・韓国化学会釜山支部合同セミナー2017

    • Author(s)
      Tsugio Kitamura, Azusa Miyake, and Juzo Oyamada
    • Organizer
      Hypervalent Iodine-Mediated Intramolecular Aminofluorination of Homoallylamines
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] 超原子価ヨウ素を用いたアルケンの分子内環化ーフッ素化反応の開発2017

    • Author(s)
      三宅あずさ、牟田健祐、小山田重蔵、北村二雄
    • Organizer
      第54回化学関連支部合同九州大会
    • Related Report
      2017 Research-status Report
  • [Presentation] 超原子価ヨウ素を用いるアルキン類の簡便フッ素化反応2017

    • Author(s)
      水野翔太、小山田重蔵、北村二雄
    • Organizer
      第54回化学関連支部合同九州大会
    • Related Report
      2017 Research-status Report
  • [Presentation] ベンゾイル酢酸エチルの触媒的フッ素化反応の開発2017

    • Author(s)
      福盛湧基、北村二雄、小山田重蔵
    • Organizer
      第54回化学関連支部合同九州大会
    • Related Report
      2017 Research-status Report
  • [Presentation] 超原子価ヨウ素1,4-ベンズジイン発生剤の合成と反応2017

    • Author(s)
      北村二雄、権藤圭祐、中村葵、小山田重蔵
    • Organizer
      第20回ヨウ素学会シンポジウム
    • Related Report
      2017 Research-status Report
  • [Presentation] Hypervalent Iodine-Mediated Fluorination2017

    • Author(s)
      Tsugio Kitamura
    • Organizer
      The 8th International Meeting on Halogen Chemistry
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Convenient Fluorination of Alkynes Using Hypervalent Iodine Reagents2017

    • Author(s)
      Shota Mizuno, Kensuke Muta, Juzo Oyamada, Tsugio Kitamura
    • Organizer
      The 8th International Meeting on Halogen Chemistry
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] 超原子価ヨウ素ベンズジイン発生剤の合成と反応2017

    • Author(s)
      北村二雄、権藤圭祐、中村葵、小山田重蔵
    • Organizer
      第44回有機典型元素化学討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] 超原子価ヨウ素を用いるアルキン類の簡便フッ素化反応2016

    • Author(s)
      水野翔太、牟田健祐、小山田重蔵、北村二雄
    • Organizer
      第39回フッ素化学討論会
    • Place of Presentation
      アバンセ、佐賀市
    • Year and Date
      2016-09-29
    • Related Report
      2016 Research-status Report
  • [Presentation] 超原子価ヨウ素によるアルケンの分子内アミノフッ素化反応2016

    • Author(s)
      三宅あずさ、牟田健祐、小山田重蔵、北村二雄
    • Organizer
      第39回フッ素化学討論会
    • Place of Presentation
      アバンセ、佐賀市
    • Year and Date
      2016-09-29
    • Related Report
      2016 Research-status Report
  • [Presentation] Hypervalent Iodine-Mediated Fluorination: Catalytic and Stoichiometric Approaches2016

    • Author(s)
      Tsugio Kitamura
    • Organizer
      5th International Conference on Hypervalent Iodine Chemistry
    • Place of Presentation
      Eurotel Victoria- Les Diablerets, Switzerland
    • Year and Date
      2016-07-03
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] 超原子価ヨウ素を用いたアルキン類の簡便フッ素化反応の開発2016

    • Author(s)
      水野翔太・牟田健祐・小山田重蔵・北村二雄
    • Organizer
      2016ハロゲン利用ミニシンポジウム
    • Place of Presentation
      佐賀大学
    • Related Report
      2016 Research-status Report
  • [Presentation] 超原子価ヨウ素によるアルケンの分子内アミノフッ素化反応2016

    • Author(s)
      三宅あずさ・牟田健祐・小山田重蔵・北村二雄
    • Organizer
      2016ハロゲン利用ミニシンポジウム
    • Place of Presentation
      佐賀大学
    • Related Report
      2016 Research-status Report
  • [Presentation] 超原子価ヨウ素を用いるアルキン類の簡便フッ素化反応2016

    • Author(s)
      水野翔太、牟田健祐、小山田重蔵、北村二雄
    • Organizer
      第19回ヨウ素学会シンポジウム
    • Place of Presentation
      千葉大学
    • Related Report
      2016 Research-status Report
  • [Presentation] 超原子価ヨウ素によるアルケンの分子内アミノフッ素化反応2016

    • Author(s)
      三宅あずさ、牟田健祐、小山田重蔵、北村二雄
    • Organizer
      第19回ヨウ素学会シンポジウム
    • Place of Presentation
      千葉大学
    • Related Report
      2016 Research-status Report
  • [Presentation] 超原子価ヨウ素を用いるアルキン類の簡便フッ素化反応の開発2016

    • Author(s)
      水野翔太、小山田重蔵、北村二雄
    • Organizer
      第53回化学関連支部合同九州大会
    • Place of Presentation
      北九州国際会議場
    • Related Report
      2016 Research-status Report

URL: 

Published: 2016-04-21   Modified: 2020-03-30  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi