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Development and application of the cyclic carbon framework construction by the catalytic domino type reactions

Research Project

Project/Area Number 24590012
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical pharmacy
Research InstitutionNagasaki University

Principal Investigator

KURIYAMA Masami  長崎大学, 医歯薬学総合研究科(薬学系), 准教授 (40411087)

Project Period (FY) 2012-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥5,460,000 (Direct Cost: ¥4,200,000、Indirect Cost: ¥1,260,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2012: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords合成化学 / N-ヘテロ環状カルベン / パラジウム / 触媒反応 / 複素環 / N-ヘテロ環状カルベン / 遷移金属 / 炭素-炭素結合形成 / イミダゾール / カルベン / 骨格構築 / 連続反応
Outline of Final Research Achievements

The development of efficient methods and effective ligands for catalytic synthesis of useful compounds was conducted. First, the one-pot synthetic method for ketones through palladium-catalyzed 1,2-addition and oxidation was achieved with the thioether-imidazolium chlorides. In this catalytic transformation, various monoheteroaryl and diheteroaryl ketones were prepared with high efficiency. Then, we developed novel ether-imidazolium chlorides as ligand precursors for transition metals. The palladium/ether-imidazolium chloride system realized the efficient synthesis of various biheteroaryls from heteroaryl chlorides and heteroaryl boron reagents.

Report

(4 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • 2012 Research-status Report
  • Research Products

    (15 results)

All 2014 2013 2012 Other

All Journal Article (4 results) (of which Peer Reviewed: 4 results,  Acknowledgement Compliant: 1 results) Presentation (9 results) Remarks (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Palladium-Catalyzed Synthesis of Heterocycle-Containing Diarylmethanes through Suzuki-Miyaura Cross-Coupling2014

    • Author(s)
      Kuriyama, M.; Shinozawa, M.; Hamaguchi, N.; Matsuo, S.; Onomura, O.
    • Journal Title

      J. Org. Chem.

      Volume: 79 Issue: 12 Pages: 5921-5928

    • DOI

      10.1021/jo5009178

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] One-Pot Synthesis of Heteroaryl and Diheteroaryl Ketones through Palladium-Catalyzed 1,2-Addition and Oxidation2013

    • Author(s)
      Kuriyama, M.; Hamaguchi, N.; Sakata, K.; Onomura, O.
    • Journal Title

      Eur. J. Org. Chem.

      Volume: 2013 Issue: 16 Pages: 3378-3385

    • DOI

      10.1002/ejoc.201300269

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Ether-Imidazolium Carbenes for Suzuki-Miyaura Cross-Coupling of Heteroaryl Chlorides with Aryl/Heteroarylboron Reagents2013

    • Author(s)
      Kuriyama, M.; Matsuo, S.; Shinozawa, M.; Onomura, O.
    • Journal Title

      Org. Lett.

      Volume: 15 Issue: 11 Pages: 2716-2719

    • DOI

      10.1021/ol4010189

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Development of Efficient Catalytic Arylation of Aldehydes with Thioether-Imidazolinium Carbene Ligands2012

    • Author(s)
      Kuriyama, M.
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 60 Issue: 4 Pages: 419-428

    • DOI

      10.1248/cpb.60.419

    • NAID

      130001852432

    • ISSN
      0009-2363, 1347-5223
    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] 塩化アリールを用いるジヘテロアリールメタノールの触媒的酸化法2014

    • Author(s)
      佐藤香菜子,栗山正巳,尾野村治
    • Organizer
      第47回酸化反応討論会
    • Place of Presentation
      市民会館崇城大学ホール(熊本)
    • Year and Date
      2014-11-14 – 2014-11-15
    • Related Report
      2014 Annual Research Report
  • [Presentation] 触媒的付加-酸化反応を用いるワンポット複素環ケトン合成2014

    • Author(s)
      濱口典久,栗山正巳,尾野村治
    • Organizer
      第38回有機電子移動化学討論会
    • Place of Presentation
      長良川国際会議場(岐阜)
    • Year and Date
      2014-06-26 – 2014-06-27
    • Related Report
      2014 Annual Research Report
  • [Presentation] ジオール類の触媒的不斉モノアリール化反応の開発2014

    • Author(s)
      濱口典久,栗山正巳,尾野村治
    • Organizer
      日本薬学会第134年会
    • Place of Presentation
      熊本大学(熊本市)
    • Related Report
      2013 Research-status Report
  • [Presentation] 新規NHC配位子を用いたハロゲン化アリール類の触媒的重水素化反応2014

    • Author(s)
      佐藤香菜子,濱口典久,栗山正巳,尾野村治
    • Organizer
      日本薬学会第134年会
    • Place of Presentation
      熊本大学(熊本市)
    • Related Report
      2013 Research-status Report
  • [Presentation] 複素環式ビアリール合成に有効なC-O二座型配位子の開発と適用2013

    • Author(s)
      栗山正巳,松尾星来,篠澤美奈,尾野村治
    • Organizer
      第39回反応と合成の進歩シンポジウム
    • Place of Presentation
      九州大学医学部百年講堂(福岡市)
    • Related Report
      2013 Research-status Report
  • [Presentation] C-O二座型配位子-パラジウム錯体による触媒的複素環式ビアリール合成2013

    • Author(s)
      栗山正巳,松尾星来,篠澤美奈,尾野村治
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] C-S二座型配位子を用いた触媒的連続反応による複素環ケトン合成法2013

    • Author(s)
      濱口典久,栗山正巳,尾野村治
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] 含窒素複素環カルベンを母核とするC-O二座型配位子を用いた触媒的ジヘテロアリールメタン合成2013

    • Author(s)
      篠澤美奈,松尾星来,栗山正巳,尾野村治
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] C-O二座型配位子を用いたジヘテロアリールメタノールの触媒的酸化法2013

    • Author(s)
      佐藤香菜子,栗山正巳,尾野村治
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Remarks] 長崎大学薬学部

    • URL

      http://www.ph.nagasaki-u.ac.jp/research/rsh_scp.html

    • Related Report
      2013 Research-status Report
  • [Patent(Industrial Property Rights)] 重水素化方法および重水素化触媒2014

    • Inventor(s)
      栗山正巳,尾野村治,佐藤香菜子,矢野玄馬
    • Industrial Property Rights Holder
      国立大学法人長崎大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2014-035554
    • Filing Date
      2014-02-26
    • Related Report
      2013 Research-status Report

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Published: 2013-05-31   Modified: 2019-07-29  

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