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

Electrophilic Fluorination Using Organodication Species

Research Project

Project/Area Number 23850005
Research Category

Grant-in-Aid for Research Activity Start-up

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionUniversity of Tsukuba

Principal Investigator

FUJITA Takeshi  筑波大学, 数理物質系, 助教 (60603066)

Project Period (FY) 2011 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
Fiscal Year 2012: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2011: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywords有機合成化学
Research Abstract

Treatment of the organo-dication species with a naphthalene framework with cesium fluoride afforded a fluorine-bridged cation in good yield. This protocol improved previous methodologies for preparation of similar fluorine cation species. For the future, I would like to try fluorination of organic compounds utilizing the fluorine cation thus formed, for example, via single electron transfer reactions. On the other hand, I succeeded in the preparation of another type of organo-dication species with a dihydroanthracene framework. This dication was found to serve as a strong oxidant, and effectively promoted the oxidative self-coupling of naphthols.

Report

(3 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • Research Products

    (34 results)

All 2013 2012 2011 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (30 results) Book (1 results) Remarks (1 results)

  • [Journal Article] Nucleophilic 5-endo-trig Cyclization of 3,3-Difluoroallylic Ketone Enolates: Synthesis of 5-Fluorinated 2-Alkylidene-2,3-dihydrofurans2013

    • Author(s)
      Fujita, T.; Sakoda, K.; Ikeda, M.; Hattori, M.; Ichikawa. J
    • Journal Title

      Synlett.

      Volume: 24 Issue: 01 Pages: 57-60

    • DOI

      10.1055/s-0032-1317709

    • NAID

      120007130513

    • URL

      https://www.thieme-connect.com/ejournals/abstract/10.1055/s-0032-1317709

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Facile Synthesis of β,β-Difluorostyrenes via the Negishi Coupling of Thermally Stable 2,2-Difluorovinyl Zinc-TMEDA Complex2011

    • Author(s)
      Fujita, T.; Ichitsuka, T.; Fuchibe, K.; Ichikawa, J.
    • Journal Title

      Chem.Lett.

      Volume: 40 Issue: 9 Pages: 986-988

    • DOI

      10.1246/cl.2011.986

    • NAID

      10029522357

    • URL

      https://www.jstage.jst.go.jp/article/cl/40/9/40_9_986/_article

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Presentation] (ビアリール-2-イル)アセトアルデヒドの分子内環化-脱水芳香族化:多環式芳香族炭化水素の簡便合成2013

    • Author(s)
      高橋一光・藤田健志・市川淳士
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀県草津市立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-23
    • Related Report
      2012 Final Research Report
  • [Presentation] ヨウ素を用いるジフルオロアルケンの酸化的カチオン環化反応:ジフルオロジベンゾフルベンの合成2013

    • Author(s)
      鷹箸剛士・藤田健志・市川淳士
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀県草津市立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-23
    • Related Report
      2012 Final Research Report
  • [Presentation] ジフルオロアルケンのドミノFriedel-Crafts型環化によるマルチヘリカル構造の構築2013

    • Author(s)
      鈴木直人・藤田健志・市川淳士
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀県草津市 立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-23
    • Related Report
      2012 Final Research Report
  • [Presentation] ニッケル錯体を用いるトリフルオロメチルアルケンのアルキンとの脱フッ素カップリング反応2013

    • Author(s)
      市塚知宏・藤田健志・市川淳士
    • Organizer
      日本化学会第93 春季年会
    • Place of Presentation
      滋賀県草津市 立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-22
    • Related Report
      2012 Final Research Report
  • [Presentation] ニッケル触媒を用いたジフルオロエチレンとアルキンの[2+2+2]付加環化による直接フルオロアレーン合成2013

    • Author(s)
      市塚知宏・渡部陽太・藤田健志・市川淳士
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀県草津市 立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-22
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Presentation] Nickel-Catalyzed Synthesis of 1,1-Difluoro-1,4-dienes via C-F bond Activation of a Trifluoromethyl Group2012

    • Author(s)
      Tomohiro Ichitsuka, Takeshi Fujita, Junji Ichikawa
    • Organizer
      3rd International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Year and Date
      2012-12-10
    • Related Report
      2012 Final Research Report
  • [Presentation] Two-Step Synthesis of PAHs via Bronsted Acid-Mediated Domino Cyclization of 1,1-Difluoro- 1-alkenes2012

    • Author(s)
      Naoto Suzuki, Takeshi Fujita, Junji Ichikawa
    • Organizer
      3rd International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Year and Date
      2012-12-10
    • Related Report
      2012 Final Research Report
  • [Presentation] A Facile Synthesis of Phenacenes via Intramolecular Dehydrative Cycloaromatization of (Biaryl-2-yl)acetaldehydes2012

    • Author(s)
      Ikko Takahashi, Takeshi Fujita, Junji Ichikawa
    • Organizer
      3rd International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Year and Date
      2012-12-10
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Presentation] Regioselective Difluoroallylation with 3-Bromo-3,3-difluoropropene: Facile Synthesis of Fluorinated Benzoheterole Derivatives2012

    • Author(s)
      Kazuki Sugiyama, Shohei Sanada, Takeshi Fujita, Junji Ichikawa
    • Organizer
      3rd International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Year and Date
      2012-12-10
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Presentation] Silver-Catalyzed Cyclization of β,β-Difluorostyrenes with an o-Nitrogen Substituent: Synthesis of 2-Fluoroindoles2012

    • Author(s)
      Tomoya Nojima, Shigeyuki Yamashita, Takeshi Fujita, Junji Ichikawa
    • Organizer
      3rd International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Year and Date
      2012-12-10
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Presentation] Facile Synthesis of Fluorinated Benzoheterole Derivatives via Regioselective Allylic Substitution of 3-Bromo-3,3-difluoropropene2012

    • Author(s)
      Kazuki Sugiyama, Shohei Sanada, Yosuke Chiba, Takeshi Fujita, Junji Ichikawa
    • Organizer
      The Twelfth International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      京都府京都市 リーガロイヤルホテル京都
    • Year and Date
      2012-11-14
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Presentation] ジフルオロビニル亜鉛-TMEDA 錯体のクロスカップリング:1,1-ジフルオロ-1-アルケンの一般的合成法2012

    • Author(s)
      市塚知宏・鷹箸剛士・藤田健志・市川淳士
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪府吹田市 大阪大学吹田キャンパス
    • Year and Date
      2012-09-15
    • Related Report
      2012 Final Research Report
  • [Presentation] Regioselectivity-switchable allylic substitution of 3-bromo-3,3-difluoropropene with heteronucleophiles toward syntheses of fluorinated dihydrobenzoheteroles2012

    • Author(s)
      Kazuki Sugiyama, Shohei Sanada, Yosuke Chiba, Takeshi Fujita, Junji Ichikawa
    • Organizer
      20th International Symposium on Fluorine Chemistry
    • Place of Presentation
      京都府京都市 京都テルサ
    • Year and Date
      2012-07-24
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Presentation] 逐次クロスカップリングによるジフルオロビニリデン基への異種置換基導入法2012

    • Author(s)
      鈴木直人・市塚知宏・藤田健志・市川淳士
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      神奈川県横浜市 慶応義塾大学日吉キャンパス・矢上キャンパス
    • Year and Date
      2012-03-27
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] ハロゲン化ベンジルおよびアリルの触媒的ジフルオロビニル化2012

    • Author(s)
      鷹箸剛士・藤田健志・市川淳士
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      神奈川県横浜市 慶応義塾大学日吉キャンパス・矢上キャンパス
    • Year and Date
      2012-03-25
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] ジフルオロメチル基を有するジヒドロベンゾヘテロールの簡便合成2012

    • Author(s)
      眞田翔平・藤田健志・市川淳士
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      神奈川県横浜市 慶応義塾大学日吉キャンパス・矢上キャンパス
    • Year and Date
      2012-03-25
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] Facile Synthesis of Asymmetrically Disubstituted 1,1-Diaryl-2,2-difluoroethenes2012

    • Author(s)
      Naoto Suzuki, Tomohiro Ichitsuka, Takeshi Fujita, Junji Ichikawa
    • Organizer
      2ndInternational Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Year and Date
      2012-02-09
    • Related Report
      2012 Final Research Report
  • [Presentation] Dihydroanthracene-Based Dication as Organic Two-Electron Oxidant2012

    • Author(s)
      Ikko Takahashi, Masahiko Shinjo,Takeshi Fujita, Junji Ichikawa
    • Organizer
      2ndInternational Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Year and Date
      2012-02-09
    • Related Report
      2012 Final Research Report
  • [Presentation] Facile Difluorovinylation with Thermally Stable Difluorovinylzinc-Diamine Complex via the Negishi Coupling Reaction2011

    • Author(s)
      Tomohiro Ichitsuka, Tsuyoshi Takanohashi, Takeshi Fujita, Junji Ichikawa
    • Organizer
      1st International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Year and Date
      2011-12-17
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis of Difluoromethylated Heterocycles via Intramolecular Radical Cyclizations of 1,1-Difluoro-1-alkenes2011

    • Author(s)
      Shohei Sanada, Yosuke Chiba, Takeshi Fujita, Junji Ichikawa
    • Organizer
      1st International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Year and Date
      2011-12-17
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
  • [Presentation] ジフルオロビニル亜鉛-TMEDA 錯体のクロスカップリング:1,1-ジフルオロ-1-アルケンの一般的合成法

    • Author(s)
      市塚知宏・鷹箸剛士・藤田健志・市川淳士
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪府吹田市 大阪大学吹田キャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] Two-Step Synthesis of PAHs via Brønsted Acid-Mediated Domino Cyclization of 1,1-Difluoro-1-alkenes

    • Author(s)
      Naoto Suzuki, Takeshi Fujita, Junji Ichikawa
    • Organizer
      3rd International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Related Report
      2012 Annual Research Report
  • [Presentation] Nickel-Catalyzed Synthesis of 1,1-Difluoro-1,4-dienes via C–F bond Activation of a Trifluoromethyl Group

    • Author(s)
      Tomohiro Ichitsuka, Takeshi Fujita, Junji Ichikawa
    • Organizer
      3rd International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Related Report
      2012 Annual Research Report
  • [Presentation] ニッケル錯体を用いるトリフルオロメチルアルケンのアルキンとの脱フッ素カップリング反応

    • Author(s)
      市塚知宏・藤田健志・市川淳士
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀県草津市 立命館大学びわこ・くさつキャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] ジフルオロアルケンのドミノFriedel-Crafts型環化によるマルチヘリカル構造の構築

    • Author(s)
      鈴木直人・藤田健志・市川淳士
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀県草津市 立命館大学びわこ・くさつキャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] ヨウ素を用いるジフルオロアルケンの酸化的カチオン環化反応:ジフルオロジベンゾフルベンの合成

    • Author(s)
      鷹箸剛士・藤田健志・市川淳士
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀県草津市 立命館大学びわこ・くさつキャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] (ビアリール-2-イル)アセトアルデヒドの分子内環化―脱水芳香族化:多環式芳香族炭化水素の簡便合成

    • Author(s)
      高橋一光・藤田健志・市川淳士
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀県草津市 立命館大学びわこ・くさつキャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] Facile Difluorovinylation with Thermally Stable Difluorovinylzinc–Diamine Complex via the Negishi Coupling Reaction

    • Author(s)
      Tomohiro Ichitsuka, Tsuyoshi Takanohashi, Takeshi Fujita, Junji Ichikawa
    • Organizer
      1st International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Related Report
      2011 Annual Research Report
  • [Presentation] Dihydroanthracene-Based Dication as Organic Two-Electron Oxidant

    • Author(s)
      Ikko Takahashi, Masahiko Shinjo,Takeshi Fujita, Junji Ichikawa
    • Organizer
      2nd International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Related Report
      2011 Annual Research Report
  • [Presentation] Facile Synthesis of Asymmetrically Disubstituted 1,1-Diaryl-2,2-difluoroethenes

    • Author(s)
      Naoto Suzuki, Tomohiro Ichitsuka, Takeshi Fujita, Junji Ichikawa
    • Organizer
      2nd International Symposium on Creation of Functional Materials
    • Place of Presentation
      茨城県つくば市 筑波大学大学会館
    • Related Report
      2011 Annual Research Report
  • [Book] Fluorine in Heterocyclic Chemistry2013

    • Author(s)
      Takeshi Fujita, Junji Ichikawa
    • Total Pages
      29
    • Publisher
      Springer
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Remarks]

    • URL

      http://www.chem.tsukuba.ac.jp/junji/index.html

    • Related Report
      2012 Final Research Report

URL: 

Published: 2011-09-05   Modified: 2019-07-29  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi