Abstract
AbstractA variety of 2‐monosubstituted and 2,2‐disubstituted 1‐chlorovinyl p‐tolyl sulfoxides was synthesized through a one‐pot procedure by the Horner‐Wadsworth‐Emmons reaction of carbonyl compounds with [chloro(diethoxyphosphoryl)(p‐tolylsulfinyl)methyl]lithium, which was generated from diethyl chlorophosphate, chloromethyl p‐tolyl sulfoxide, and lithium diisopropylamide in advance. The in situ‐prepared sulfoxides were directly converted into alkynes via the sulfoxide/magnesium exchange reaction with i‐PrMgCl and the subsequent Fritsch‐Buttenberg‐Wiechell rearrangement of the resulting magnesium alkylidene carbenoids.
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