Sequential treatment of N-aryloxysulfonamides and 2-bromoallyl sulfones with cesium carbonate and p-toluenesulfonic acid led to the formation of 2-(arylsulfonylmethyl)benzofurans. An initial formal nucleophilic vinylic substitution sets the stage for a room-temperature [3,3]-sigmatropic rearrangement of the O-aryl-N-vinyl hydroxylamine intermediate. An allenoate ester also reacted analogously to afford the corresponding benzofuran-esters.
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Kunjunny et al. (2026) studied this question.
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