Access to azonanes via Pd-catalyzed decarboxylative [5 + 4] cycloaddition with exclusive regioselectivity

Abstract

A highly efficient approach for the synthesis of azonanes via Pd-catalyzed decarboxylative [5 + 4] cycloaddition has been developed. This procedure utilizes methylene cyclic carbonates as a C5-dipole and 1-azadiene as a C4-synthon. The reactions could be performed at room temperature. The protocol features wide functional group tolerance with exclusive regioselectivity and generates CO₂ as the only byproduct.