An Access to Highly Functionalized Dihydrobenzofuran Spirooxindole Scaffolds

Abstract

We have developed an efficient protocol for the construction of polycyclic dihydrobenzofuran spirooxindole scaffolds via base promoted cascade annulation of Morita–Baylis–Hillman (MBH) carbonates of isatins with ortho-hydroxychalcones or ortho-hydroxy-β-nitrostyrenes. The complex polycyclic compounds were conveniently synthesized in satisfactory yields and with high diastereoselectivity. This protocol provides a swift and convenient approach for the assembly of diverse highly functionalized dihydrobenzofuran spirooxindoles and also features broad substrate scope, high molecular convergence, and excellent atomic economy.

Topics & Concepts