Abstract

AbstractA highly regioselective cascade formal nucleophilic substitution and aldol reaction of 2‐aroyl‐1‐chlorocyclopropanecarboxylic esters with salicylic aldehydes is described. Under basic conditions, 2‐aroyl‐1‐chlorocyclopropanecarboxylic esters are easily converted into cyclopropene intermediates by simple 1,2‐elimination of hydrogen chloride. This highly reactive cyclopropene quickly combines with salicylic aldehyde through a regioselective oxa‐addition to the strained C=C bond and a subsequent intramolecular aldol reaction to construct C–O and C–C bonds concomitantly and afford tetrahydrocyclopropa[b]chromene derivatives.

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