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Formal [4 + 2] Annulation of Oxindole-Embedded ortho-Quinone Methides with 1,3-Dicarbonyls: Synthesis of Spiro[Chromen-4,3´-Oxindole] Scaffolds.

The oxindole-embedded ortho-quinone methides, in situ generated from oxindole-embedded ortho-hydroxybenzyl alcohols, 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.

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