Reactions of 1-hydroxy-1,3-dihydrobenzo[c]thiophen-2,2-dioxides. Preparation of benz-fused δ-sultines

4,5-Benzo-3,6-dihydro-1,2-oxathiin-2-oxides (benz-fused δ-sultines) 1, were prepared by reaction of 1-hydroxy-1,3-dihydrobenzo[c]thiophen-2,2-dioxides 6 with NaBH4. Derivatives of 1 bearing alkyl substituents at position 6 are accessible from 1 upon reaction of 6 with 2RLi. 3-Aryl substituted derivatives were prepared by converting 2-benzylbenzylalcohols into their O, C dianion followed by quenching with SO2 and acidification. Benz-fused δ-sultines such as 15–17 were also prepared via the dianion route.