Synthesis of Bisspiro(oxindole)s by DMAP‐Catalyzed [3+2] Annulation of Isatin‐Derived Morita‐Baylis‐Hillman Carbonates

Abstract A straightforward [3+2] annulation method for synthesizing bisspiro(oxindole) derivatives has been developed by using isatin‐derived Morita‐Baylis‐Hillman carbonates and p ‐quinone methides ( p ‐QMs) with 4‐dimethylaminopyridine (DMAP) as the catalyst. The optimized protocol in dichloromethane (DCM) solvent achieves good yields (up to 87 %) and diastereoselectivity (>20 : 1). The versatility of the method is shown through the synthesis of various derivatives, including chiral variants with up to 82 % ee. The intermediates were captured by HRMS, and a plausible reaction pathway was proposed.