Photochemical reaction of 2-acyloxy-1-methoxycarbonylcyclohexenes: an efficient aliphatic photo-Fries rearrangement and a novel 1,5-aroyl migration

Abstract

Upon irradiation 2-acyloxy-1-methoxycarbonylcyclohexenes readily undergo photo-Fries rearrangement to give 2-acyl-2-methoxycarbonylcyclohexanones in good yields and among them 2-aroyloxy-1-methoxycarbonylcyclohexenes also undergo a novel 1,5-aroyl migration according to irradiation conditions to give 4-aroyl-2-methoxycarbonylcyclohexanones, which result from 1,3-aroyl migration following photo-Fries rearrangement.