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2013 Fiscal Year Final Research Report

Development of novel reactions using iron catalyst and silicon reagents

Research Project

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Project/Area Number 24790016
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionGifu Pharmaceutical University

Principal Investigator

SAWAMA Yoshinari  岐阜薬科大学, 薬学部, 助教 (80552413)

Project Period (FY) 2012-04-01 – 2014-03-31
Keywords鉄触媒 / シリル系試薬 / 環開裂反応
Research Abstract

Since iron is inexpensive and safe, the development of the novel organic reactions using iron catalyst is valuable. We newly established two type iron-catalyzed reactions. (1) The iron-catalyzed functionalizations of tetrahydrofurans and oxanorbornadiene derivatives accompanied with the ring-opening of carbon-oxygen bonds can provide the pharmaceutically useful skeltones. (2) Although the siloxy and methoxy groups possess the low abilities as leaving groups, we discovered that the siloxy and methoxy groups could be easily eliminated by the use of iron catalyst to give the various products. This methodology is valuable to enable the reduction of cost and synthetic steps.

  • Research Products

    (12 results)

All 2014 2013

All Journal Article (5 results) Presentation (7 results)

  • [Journal Article] Chemoselective and Direct Functionalizationof Methyl Benzyl Ethers andUnsymmetrical Dibenzyl Ethers by Using Iron Trichloride Chem2014

    • Author(s)
      Yoshinari Sawama, Ryota Goto, Saori Nagata, Yuko Shishido, Yasunari Monguchi, Hironao Sajiki
    • Journal Title

      Eur. J.

      Volume: 20 Pages: 2631-2636

  • [Journal Article] Iron-Catalyzed Friedel?Crafts Benzylation with Benzyl TMS Ethersat Room Temperature Chem2014

    • Author(s)
      Yoshinari Sawama, Yuko Shishido, Takahiro Kawajiri, Ryota Goto, Yasunari Monguchi, Hironao Sajiki
    • Journal Title

      Eur. J.

      Volume: 20 Pages: 510-516

  • [Journal Article] Iron-Catalyzed Ring-Opening Azidation and Allylation of O-Heterocycle2013

    • Author(s)
      Yoshinari Sawama, Kyoshiro Shibata, Yuka Sawama, Masato Takubo, Yasunari Monguchi, Norbert Krause, Hironao Sajiki
    • Journal Title

      Org. Lett.

      Volume: 15 Pages: 5282-5285

  • [Journal Article] Lewis Acid-Catalyzed Ring-Opening Functionalizations of 1,4-Epoxy-1,4-dihydronaphthalenes2013

    • Author(s)
      Yoshinari Sawama, Yuta Ogata, Koichi Kawamoto, Hiroyuki Satake, Kyoshiro Shibata, Yasunari Monguchi, Hironao Sajiki, Yasuyuki Kita
    • Journal Title

      Adv. Synth. Catal.

      Volume: 355 Pages: 517-528

  • [Journal Article] Efficient Generation of ortho- Naphthoquinone Methides from 1,4-Epoxy-1,4-dihydronaphthalenes and Their Annulation with AllylSilanes Angew2013

    • Author(s)
      Yoshinari Sawama, Yuko Shishido, Takayoshi Yanase, Koichi Kawamoto, Ryota Goto,Yasunari Monguchi, Yasuyuki Kita, Hironao Sajiki
    • Journal Title

      Chem. Int. Ed.

      Volume: 52 Pages: 1515-1519

  • [Presentation] 水酸基保護体の直接的官能基変換法の開発2013

    • Author(s)
      澤間善成、宍戸裕子、後藤諒太、永田沙織、門口泰也、佐治木弘尚
    • 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
    • Year and Date
      20131105-06
  • [Presentation] ベンジルTMSエーテルを基質とした室温下でのFriedel-Craftsベンジル化反応2013

    • Author(s)
      宍戸裕子、澤間善成、川尻貴大、後藤諒太、門口泰也、佐治木弘尚
    • Organizer
      第44回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      浜松
    • Year and Date
      20131102-03
  • [Presentation] Lewis Acid-Catalyzed Ring-Opening Functionalizations of 1,4-Epoxy-1,4-dihydronaphthalenes2013

    • Author(s)
      Yoshinari Sawama, Yuta Ogata, Yasunari Monguchi, Hironao Sajiki
    • Organizer
      24th International Society of Heterocyclic Chemistry Congress (24th ISHC-Congress)
    • Place of Presentation
      上海
    • Year and Date
      20130908-13
  • [Presentation] Generation of ortho-Naphthoquinone Methides from 1,4-Epoxy-1,4-dihydronaphthalenes and Their Annulation with Allyl Silanes2013

    • Author(s)
      Yuko Shishido, Yoshinari Sawama, Ryota Goto, Yasunari Monguchi, Hironao Sajiki
    • Organizer
      24th International Society of Heterocyclic Chemistry Congress (24th ISHC-Congress)
    • Place of Presentation
      上海
    • Year and Date
      20130908-13
  • [Presentation] 鉄触媒によるメチルならびにベンジルエーテルの直接的官能基変換法の開発2013

    • Author(s)
      後藤諒太、澤間善成、永田沙織、門口泰也、佐治木弘尚
    • Organizer
      日本プロセス化学会2013サマーシンポジウム
    • Place of Presentation
      浜松
    • Year and Date
      20130718-19
  • [Presentation] Iron-Catalyzed Chemoselective Azidation of Silyl Ethers2013

    • Author(s)
      Saori Nagata, Yoshinari Sawama, Yuki Yabe, Kosuke Morita, Yasunari Monguchi, Hironao Sajiki
    • Organizer
      Nagoya Symposium
    • Place of Presentation
      名古屋大学
    • Year and Date
      2013-05-23
  • [Presentation] Efficient Generation of ortho-Naphthoquinone Methides from 1,4-Epoxy-1,4-dihydronaphthalenes and Their Annulation with Allyl Silanes2013

    • Author(s)
      Yuko Shishido, Yoshinari Sawama, Ryota Goto, Yasunari Monguchi, Hironao Sajiki
    • Organizer
      Nagoya Symposium
    • Place of Presentation
      名古屋大学
    • Year and Date
      2013-05-23

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Published: 2015-06-25  

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