The Reaction of Thiete 1, 1-Dioxide with Carbanions

Abstract

The reaction of 4, 4-dimethylthiete 1, 1-dioxide [1] with carbanions was studied in comparison with those of three-membered and acyclic α, β-unsaturated i sulfones. The reaction of [1] with α-sodiodiphenylacetonitrile gave a Michael addition product, while the ring of [1]was cleaved to form 3-cyano-3-phenylallyl isopropyl sulfone when treated, with α-sodiophenylacetonitrile. In the reaction with ethyl α-sodiophenylacetate, , [1] gave an allyl sulfone derivative as well as a dihydrothiopyranone 1, 1-dioxide derivative.