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

Synthesis · 1989 · 19 citations · 0 references

Concepts

Abstract

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.