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Synthesis of as-Triazine Derivatives Using Site Selective Substitutions of Poly Halogenated Intermediates

Research Project

Project/Area Number 05671738
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionYamagata University

Principal Investigator

YAMANAKA Hiroshi  Yamagata Univ., Dept.of Education, Prof., 教育学部, 教授 (40004551)

Co-Investigator(Kenkyū-buntansha) KONNO Shoetsu  Tohoku Univ., School of Med., assist.Prof., 医学部・付属病院・薬学部, 助教授 (10006348)
ABE Shokichi  Yamagata Univ., Dept.of Education, Prof., 教育学部, 教授 (00006884)
Project Period (FY) 1993 – 1994
Project Status Completed (Fiscal Year 1994)
Budget Amount *help
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1994: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1993: ¥1,400,000 (Direct Cost: ¥1,400,000)
Keywordsheterocyclic chem. / as-triazine / site selective reactn. / medicinal chem. / fused ring / Pd-catalyzed reactn. / S_N-reactn. / パラシーウム触媒反応 / ジクロロ-as-トリアジン / 5,6-ジクロロ-as-トリアジン
Research Abstract

It is experimentally confirmed that nucleophilic reaction of 5,6-dichloro-and 3,5-dichloro-as-triazines exclusively occured at the 5-position. In the case of 3,6-dichloro-as-triazines, the 3-position is found to have much higher reactivity than the 6-position.
Based on the above results, vaious new compounds with as-triazine ring were synthsized.
By means of the reactions of 5,6-disubstituted as-triazine dernvatives the construction of new ring system with fused triazine was investigated. For example, the reaction of 5,6-dichloro-as-triazines with phenylacetylene in the presanse of pd-triphenylphosphine complex as a catalyst gave 5-phenylethynyl compounds, which were readily converted into thieno[2,3-e]as-triazine derivacompounds with P_2S_5・On the other hand, the reaction of the dichloro compounds with P_2S_5 followed by the Pd-catalysed reaction gave rise to thieno[3,2-e]as-triazine ring system.
Including other findings observed on the present investigation, the detail of these results are described on the report of type 8.

Report

(3 results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report
  • Research Products

    (6 results)

All Other

All Publications (6 results)

  • [Publications] HoYamonaka,et al: "Total Synthesis of a Manne Alkaloid,Rigidin" Tetrahedron Letters. 35. 2219-2220 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] H.Yamanaka,et al: "Preparotion of π-Defficeent Heteroaiylzinc Halides by Bxidation and Pd-Catalyzed Reaction" Tetrahedron. 49. 9713-9720 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] H.Yamanaka, et al.: "Total Synthesis of a Marine Alkaloid, Rigidin" Tetrahedron Letteres. 35. 2219-2220 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] H.Yamanaka, et al.: "Preparation of TC-Defficient Heterozinc Helides by Oxidation and Pd-Catlyzed Reaction" Tetrahedron. 49. 9713-9720 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] H.Yamanaka,et al: "Total Synthesis of a Marine Alkaloid,Rigidin" Tetrahedron Letters. 35. 2219-2220 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] H.Yamanaka,et al: "Preparation of π-Defficieut Heteroarylzinc Halides by Oxidation and Pd-Catalyzed Reoction" Tetrahedron. 49. 9713-9720 (1993)

    • Related Report
      1994 Annual Research Report

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Published: 1993-04-01   Modified: 2016-04-21  

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