Rhodium(iii)-catalyzed [5+1] annulation of 2-alkenylphenols with maleimides: access to highly functionalized spirocyclic skeletons

Abstract

A new edition of [5+1] annulation reaction of maleimides with 2-alkenylphenols has been discovered under a Rh(III)-catalytic system. The process leads to an efficient synthesis of valued spirocyclic scaffolds bearing an oxygen-containing spiro carbon in a single step and shows a broad substrate scope with good functional group tolerance. The synthetic utility has been exemplified by synthesizing highly functionalized 2,2-disubstituted-2H-chromene skeletons and a gram-scale synthesis with a low catalyst loading.