A Mild and Efficient Stereoselective Synthesis of (Z)- and (E)-Allyl Sulfides and Potent Antifungal Agent, (Z)-3-(4-Methoxybenzylidene)thiochroman-4-one from Morita-Baylis-Hillman Acetates

    • DAS Biswanath
    • Organic Chemistry Division-I, Indian Institute of Chemical Technology
    • DAMODAR Kongara
    • Organic Chemistry Division-I, Indian Institute of Chemical Technology

Abstract

A facile Stereoselective synthesis of (Z)- and (E)-allyl sulfides has been accomplished from Morita-Baylis-Hillman acetates in one-pot by treatment with benzene thiol in the presence of catalytic amounts of 15% aqueous NaOH and TBAI in DMSO at room temperature. The method has been applied for the synthesis of (Z)-3-(4-methoxybenzylidene)thiochroman-4-one, a potent antifungal compound.

Journal

Chemical & pharmaceutical bulletin   [List of Volumes]

Chemical & pharmaceutical bulletin 55(8), 1274-1276, 2007-08-01  [Table of Contents]

The Pharmaceutical Society of Japan

References:  52

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Codes

  • NII Article ID (NAID) :
    110006366555
  • NII NACSIS-CAT ID (NCID) :
    AA00602100
  • Text Lang :
    ENG
  • Article Type :
    NOT
  • ISSN :
    00092363
  • NDL Article ID :
    8825172
  • NDL Source Classification :
    ZS51(科学技術--薬学) // ZP1(科学技術--化学・化学工業)
  • NDL Call No. :
    Z53-D167
  • DOI :
    10.1248/cpb.55.1274
  • Databases :
    CJP  NDL  NII-ELS  J-STAGE