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Dual-nickel/photoredox-catalyzed acylation of spiro-dihydroquinazolinones with carboxylic acids <i>via</i> an aromatization-driven deconstructive strategy

Wenchao Gao, Yong Teng, Jie Yang, Wendian Li, Wenguang Li, Ke-Xin Huang, Ting Li

2025Chemical Communications12 citationsDOI

Abstract

Dual-nickel/photoredox-catalyzed aromatization-mediated deconstruction and acylation of spiro-dihydroquinazolinones with carboxylic acids serving as acyl electrophiles is described. A series of synthetical ketone scaffolds with functional group tolerance could be obtained under mild conditions. A radical pathway involving an N-centered radical inducing β-scission to form a C-centered radical is proposed for these transformations.

Topics & Concepts

AromatizationAcylationCatalysisChemistryNickelDual (grammatical number)Combinatorial chemistryOrganic chemistryPhotochemistryArtLiteratureRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Dual-nickel/photoredox-catalyzed acylation of spiro-dihydroquinazolinones with carboxylic acids <i>via</i> an aromatization-driven deconstructive strategy | Litcius