Ligand exchange reaction of sulfoxides in organic synthesis: a new method for one-carbon homologation of esters to carboxylic acids and esters via α-chloro α-sulfinyl ketones

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Reaction of the Carbanion of chloromethyl phenyl sulfoxide with esters gave α-chloro α-sulfinyl ketones, which were treated with KH followed by t-BuLi to afford one-carbon homologated acids and esters in good to excellent yields.