Reaction of 2a,8b-Dihydrobenzo[b]cyclobute[d]pyran-3-ones with Dimethylsulfoxonium Methylide.

Abstract

Using dimethylsulfoxonium methylide as the methylene transfer reagent, 2a,8b-dihydrobenzo[b]cyclobute[d]pyran-3-ones were converted into 2,2'-biphenol derivatives as major products and dihydrodibenzofurans as minor products. The reaction mechanism was extrapolated from a deuteration experiment with CD2=S(O)(CD3)2.