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

Preparation of novel beta-lactam derivatives using efficient leaving group

Research Project

Project/Area Number 20590005
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionGifu University

Principal Investigator

KOKETSU Mamoru  Gifu University, 工学部, 教授 (50178208)

Project Period (FY) 2008 – 2010
Project Status Completed (Fiscal Year 2010)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2010: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2009: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2008: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsβ-ラクタム / セレン / グラブズ試薬 / ヘテロ環化合物 / 抗生物質 / セレン元素 / 有機合成 / ヘテロ化合物 / ヨウ素環化反応
Research Abstract

Recently, there is a tremendous amount of preparation of selenium-containing compounds because of not only interesting reactivity but also biological activity. In this study, we have developed novel selenating reagent prepared by the reaction of potassium p-methylselenobenzoate with 2-bromoethyl-trimethylsilane. Novel selenium-containing β-lactams were efficiently prepared by the reaction of alkenes and alkynes with Grubbs 2^<nd> gen. catalyst. And also the β-lactams were obtained via the regioselective iodocyclization reaction from corresponding alkyne- and alkane-selenoureas. The synthesis of higher-membered selenium heterocycles such as seven- and eight-membered selenium-containing heterocycles has hardly been reported yet.

Report

(4 results)
  • 2010 Annual Research Report   Final Research Report ( PDF )
  • 2009 Annual Research Report
  • 2008 Annual Research Report
  • Research Products

    (18 results)

All 2011 2010 2009 2008 2007 Other

All Journal Article (14 results) (of which Peer Reviewed: 14 results) Remarks (4 results)

  • [Journal Article] Synthetic approaches to selenacephams and selenacephems via a cleavage of diselenide and selenium anion2011

    • Author(s)
      D.R.Garud, M.Makimura, M.Koketsu
    • Journal Title

      New J.Chem. 35

      Pages: 581-586

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthetic approaches to selenacephams and selenacephems via a cleavaze of diselenide and selenium anion2011

    • Author(s)
      D.R.Garud, M.Makimura, M.Koketsu
    • Journal Title

      New Journal of Chemistry

      Volume: 35 Pages: 581-586

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Selenium-containing bicyclic β-lactams2010

    • Author(s)
      D.R, Garud, M.Ninomiya, M.Koketsu
    • Journal Title

      Heterocycles 81

      Pages: 2439-2463

    • NAID

      40017340085

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Facile synthesis of selenium-containing bicyclic β-lactams through enyne metathesis2010

    • Author(s)
      D.B.Banker, M.Koketsu
    • Journal Title

      Eur.J.Org.Chem.

      Pages: 2742-2745

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Facile synthesis of selenium-containing bicyclic β-lactams through enyne metathesis2010

    • Author(s)
      D.B.Banker, M.Koketsu
    • Journal Title

      European Journal of Organic Chemistry

      Pages: 2742-2745

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Selenium-containing bicyclic β-lactams2010

    • Author(s)
      D.R.Garud, M., Ninomiya, M.Koketsu
    • Journal Title

      Heterocycles

      Volume: 81 Pages: 2439-2463

    • NAID

      40017340085

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of selenium-containing bicyclic β-lactams via alkene metathesis2009

    • Author(s)
      D.R.Garud, D.D.Garud, M.Koketsu
    • Journal Title

      Org.Biomol.Chem. 7

      Pages: 2591-2598

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of 2-selenoxoperhydro-1, 3-selenazin-4-ones via diselenocarbamate intermediates2009

    • Author(s)
      D.R.Garud, N.Tanahashi, M.Ninomiya, M.Koketsu
    • Journal Title

      Tetrahedron 65

      Pages: 4775-4780

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of selenium-containing bicyclic β-lactams via alkene metathesis2009

    • Author(s)
      D.R.Garud, D.D.Garud, M.Koketsu
    • Journal Title

      Organic Biomolecular Chemistry 7

      Pages: 2591-2598

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of 2-selenoxoperhydro-1, 3-selenazin-4-ones via diselenocarbamate intermediates2009

    • Author(s)
      D.R.Garud, N.Tanahashi M.Ninomiya, M.Koketsu
    • Journal Title

      Tetrahedron 656

      Pages: 4775-4780

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of 3-selena-1-dethiacephems and selenazepines via iodocyclization2008

    • Author(s)
      D.R.Garud, M.Koketsu
    • Journal Title

      Org.Lett. 10

      Pages: 3319-3322

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of 3-selena-1-dethiacephems and selenazepines via iodocyclization2008

    • Author(s)
      D. R. Garud M. Koketsu
    • Journal Title

      Organic Letters 10

      Pages: 3319-3322

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of novel selenapenams, selenacephems and selenazepines using 2-(trimethylsilyl)ethyl protection approach2007

    • Author(s)
      D.R.Garud, H.Ando, Y.Kawai, H.Ishihara, M.Koketsu
    • Journal Title

      Org.Lett. 9

      Pages: 4455-4458

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Facile synthesis of selenium-containing bicyclic β-lactams through enyne metathesis

    • Author(s)
      D.B.Banker, M.Koketsu
    • Journal Title

      European Journal of Organic Chemistry (in press)

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Remarks] ホームページ等

    • URL

      http://www1.gifu-u.ac.jp/~ms2/flame_j.htm

    • Related Report
      2010 Final Research Report
  • [Remarks]

    • URL

      http://wwwl.gifu-u.acjp/ms2/flame_j.htm

    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://mast.gifu-u.ac.jp/~ms2/flame_j.htm

    • Related Report
      2009 Annual Research Report
  • [Remarks]

    • URL

      http://apchem.gifu-u.ac.jp/~yuuki3/flame_j.htm

    • Related Report
      2008 Annual Research Report

URL: 

Published: 2008-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi