The role of cyclohexadienones in the thermal sigmatropic rearrangements of 2-oxidoanilinium ylides
Abstract
Thermal isomerisation of N-allyl-2-oxidoani-linium ylides under mild conditions yields three products which are each formed by two types of competitive pathways; the minor pathway involves a radical pair intermediate and three modes of coupling, and the major pathway involves a collection of concerted sigmatropic rearrangements.