The thio-Claisen and thiopropynyl rearrangements of prop-2-ynyl and allenyl phenyl sulphides

Abstract

A preliminary thiopropynylic rearrangement (by analogy with the thioallylic shift in allyl phenyl sulphides) occurs in prop-2-ynyl phenyl sulphides; both the starting substances and the allenyl phenyl sulphides which result from this thermal reorganization reaction must be separately capable of subsequent thio-Claisen rearrangement to account for the cyclic products (benzo[b]thiophens and 2H-thiachromenes) observed.