Formal [4 + 2] Annulation of Oxindole-Embedded <i>ortho</i>-Quinone Methides with 1,3-Dicarbonyls: Synthesis of Spiro[Chromen-4,3′-Oxindole] Scaffolds

Abstract

The oxindole-embedded ortho-quinone methides were employed as reactive intermediates in formal [4 + 2] annulation with 1,3-dicarbonyls, providing an efficient access to spiro[chromen-4,3'-oxindole] scaffolds via a cascade conjugate addition/ketalization/dehydration process. This protocol featured metal-free conditions, wide substrate scope, and excellent yields.