Iodocyclization of Diallyl-Dihydroxy Naphthalenes Using N-Iodosuccinimide vs Molecular Iodine in Aqueous Micelle

摘要

A number of doubly-fused [1,2] naphthodifurans have been synthesized from the corresponding diallyl-dihydroxy naphthalene precursors involving N-iodosuccinimide in acetonitrile and also by molecular iodine in aqueous micelle using CTAB as surfactant. The electrophilic cyclization occurs regioselectively by a 5-exo-trig mode of cyclization.