Formation of benzo[b]thiophens and related compounds by a rearrangement involving ring contraction
Abstract
Substituted 4-(naphthyl- and phenyl-thio)-4-methylpentan-2-ones (I)–(VI) undergo cyclodehydration by polyphosphoric acid at 100 °C to give thiochormens (VII)–(XII) which, under these conditions, rearrange with ring contraction to the corresponding fused thiophens (XIII)–(XVIII).
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