Organophotoredox-Catalyzed Deconstructive Alkylation/Truce-Smiles Rearrangement Cascade Involving Spiro-Dihydroquinazolinones and Activated Alkenes

Abstract

An organophotoredox-catalyzed cascade reaction involving C-C σ-bond cleavage, C-C bond formation, and a subsequent Truce-Smiles rearrangement has been developed using spiro-dihydroquinazolinones and activated alkenes. This aromaticity-driven deconstructive functionalization strategy efficiently yields valuable quinazolinone-containing long-chain amides bearing an α-all-carbon quaternary center. Mild redox-neutral conditions, good functional group compatibility and high atom economy are the noteworthy features of this methodology.