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2012 Fiscal Year Final Research Report

Organocatalytic Deprotonation Reaction Using Onium Amide

Research Project

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Project/Area Number 23659001
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionTohoku University

Principal Investigator

KONDO Yoshinori  東北大学, 大学院・薬学研究科, 教授 (90162122)

Project Period (FY) 2011 – 2012
Keywords有機反応学 / 分子活性化 / 分子変換 / 有機触媒
Research Abstract

Organocatalytic process has been regarded to be attractive from viewpoints of selectivity, safety, and sustainability, and the development of organocatalytic processes for deprotonative functionalization of aromatics and heteroaromatics is considered to be one of highly challenging subjects in organic synthesis. We have been working on organocatalytic transformation of aromatic and heteroaromatic compounds, and we developed a simple catalytic deprotonative functionalization of heteroaromatic ring under metal-free mild conditions using onium amides, generated in situ from the combination of aminosilanes and onium fluorides, as bases.

  • Research Products

    (11 results)

All 2013 2012 2011 Other

All Journal Article (6 results) (of which Peer Reviewed: 6 results) Presentation (4 results) Remarks (1 results)

  • [Journal Article] Organocatalytic deprotonative functionalization of C(sp2)-H bonds using in situ generated onium amide bases2012

    • Author(s)
      Kiyofumi Inamoto, Hitomi Okawa, Hiroshi Taneda, Maomi Sato, Yutaro Hirono, Misato Yonemoto, Shoko Kikkawa, Yoshinori Kondo
    • Journal Title

      Chem. Commun

      Volume: 48 Pages: 9771-9773

    • DOI

      DOI:10.1039/C2CC35701A

    • Peer Reviewed
  • [Journal Article] Palladium-catalyzed C-H cyclization in water: a milder route to2-arylbenzothiazoles2012

    • Author(s)
      Kiyofumi Inamoto, Kanako Nozawa, Yoshinori Kondo
    • Journal Title

      Synlett

      Volume: 23 Pages: 1678-1682

    • DOI

      DOI:10.1055/s-0031-1291164

    • Peer Reviewed
  • [Journal Article] Efficient useof a surfactant for copper-catalyzed coupling reaction of arylboronic acids with imidazoles in water2012

    • Author(s)
      Kiyofumi Inamoto, Kanako Nozawa, JunKadokawa, Yoshinori Kondo
    • Journal Title

      Tetrahedron

      Volume: 68 Pages: 7794-7798

    • DOI

      DOI:10.1016/j.tet.2012.07.042

    • Peer Reviewed
  • [Journal Article] Synthesis of 3-carboxylated indoles through a tandem process involving cyclization of 2-ethynylanilines followed by CO2 fixation in the presence of transition metal catalysts2012

    • Author(s)
      Kiyofumi Inamoto, Narumi asano, Yuka Nakamura, Misato Yonemoto, Yoshinori Kondo
    • Journal Title

      Org. Lett

      Volume: 14 Pages: 2622-2625

    • DOI

      DOI:10.1021/ol300958c

    • Peer Reviewed
  • [Journal Article] A copper-based catalytic system for carboxylation of terminal alkynes:synthesis of alkyl 2-alkynoates2012

    • Author(s)
      Kiyofumi Inamoto, Narumi Asano, Koji Kobayashi, Misato Yonemoto, Yoshinori Kondo
    • Journal Title

      Org. Biomol. Chem

      Volume: 10 Pages: 1514-1516

    • DOI

      DOI:10.1039/C2OB06884B

    • Peer Reviewed
  • [Journal Article] Micellar system in copper-catalyzed hydroxylation of arylboronic acids: facile access to phenols2011

    • Author(s)
      Kiyofumi Inamoto, Kanako Nozawa, Misato Yonemoto, Yoshinori Kondo
    • Journal Title

      Chem. Commun

      Volume: 47 Pages: 11775-11777

    • DOI

      DOI:10.1039/C1CC14974A

    • Peer Reviewed
  • [Presentation] オニウムアミド塩基を用いたc(SP3)-H脱プロトン化-修飾反応の開発2013

    • Author(s)
      稲本浄文、種田宏、吉川晶子、根東義則
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Year and Date
      20130327-30
  • [Presentation] オニウムアミド塩基による触媒的脱プロトン化-修飾反応の開発2012

    • Author(s)
      稲本浄文、大川ひとみ、佐藤菜央美、種田宏、廣野佑太郎、米本みさと、吉川晶子、根東義則
    • Organizer
      第38回反応と合成の進歩シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      20121105-06
  • [Presentation] フッ化オニウムによるアミノシランの活性化を介した芳香複素環の修飾反応2012

    • Author(s)
      大川ひとみ、廣野佑太郎、米本みさと、吉川晶子、稲本浄文、根東義則
    • Organizer
      第51回日本薬学会東北支部大会
    • Place of Presentation
      青森
    • Year and Date
      2012-10-07
  • [Presentation] フッ化物の添加による有機亜鉛試薬の活性化反応2012

    • Author(s)
      藤村英範、米本みさと、吉川晶子、稲本浄文、根東義則
    • Organizer
      第51回日本薬学会東北支部大会
    • Place of Presentation
      青森
    • Year and Date
      2012-10-07
  • [Remarks]

    • URL

      http://www.pharm.tohoku.ac.jp/~henkan/lab/henkan_top.html

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Published: 2014-09-25  

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