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Synthesis 1989; 1989(10): 767-769
DOI: 10.1055/s-1989-27389
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Preparation of 3-Substituted 4-Thianones and Their 1,1-Dioxides via Palladium Mediated Deallyloxycarbonylation

Guy Casy* , Alan G. Sutherland, Richard J. K. Taylor, Peter G. Urben
  • *School of Chemical Sciences, University of East Anglia, Norwich, Norfolk NR4 7TJ, England
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Publikationsdatum:
02. Mai 2002 (online)

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3-Alkyl-4-thianones 4 (3-alkyl-thiacyclohexan-4-ones) can be conveniently prepared by the alkylation of 3-allyloxycarbonyl-4-thianone (1b) followed by deallyloxycarbonylation mediated by tetrakis (triphenylphosphine)palladium in the presence of morpholine. The corresponding sulphones 9, as well as 2,3-dialkyl 4-thianone derivatives 12 and 13 can be prepared by analogous procedures.