Palladium-Catalysed Regioselective [4+2] Annulation to Access Silatetralin-1-amines

Abstract

A palladium-catalysed [4+2] annulation of benzosilacyclobutenes with N-allenamides for the synthesis of silatetralin-1-amines is reported. This protocol utilizes N-allenamides as versatile bifunctional reagents, acting as both a two-carbon synthon and a nitrogen donor. The reaction provides efficient access to structurally diverse silatetralin-1-amines in good yields with high functional group compatibility. Notably, the transformation is characterized by exclusive proximal C=C bond insertion with regioselective Si–C(sp2) bond cleavage of benzosilacyclobutene.