Synthesis of Diverse Heterocyclic Scaffolds by (3+3) and (3+4) Cycloannulations of Donor-Acceptor Vinylcyclopropanes

Abstract

Palladium-catalyzed (3+3) and (3+4) cycloannulations between vinylcyclopropanes and various (hetero)aromatic aldehydes are reported. The use of phosphonate-substituted vinylcyclopropanes provides access to a variety of bi- or tricyclic heteroaromatic scaffolds via an allylation/olefination cascade. The nature of the mechanism was investigated by various control experiments. (Figure presented.).