Iodohydroxylation of Alkylidenecyclopropanes. An Efficient Synthesis of Iodocyclopropylmethanol and 3-Iodobut-3-en-1-ol Derivatives

Abstract

A variety of iodocyclopropylmethanol and 3-iodobut-3-en-1-ol derivatives were readily prepared in good to excellent yields via the simple iodohydroxylation reaction of alkylidenecyclopropanes with I2 and H2O. An unexpected rearrangement to give 4-hydroxy-1,2-diphenyl-butan-1-one derivatives was observed compared to the halohydroxylation products.