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Photoredox-catalyzed alkylarylation of activated alkenes <i>via</i> a ring-opening/Truce–Smiles rearrangement cascade

Jinhua Zhang, Hong-Jie Miao, Hong Xin, Gang Wang, Xiaoyu Yang, Xianjun Wang, Pin Gao, Xin‐Hua Duan, Li‐Na Guo

2024Chemical Communications17 citationsDOI

Abstract

a radical C-C bond cleavage/Truce-Smiles rearrangement cascade is developed. The protocol features mild and redox-neutral conditions, broad substrate scope and excellent functional group compatibility, providing a facile and efficient approach to the long-chain distal keto-amides with all-carbon quaternary centers at the alpha position.

Topics & Concepts

Smiles rearrangementCascadeCatalysisChemistryRing (chemistry)Photoredox catalysisCascade reactionScope (computer science)StereochemistryCombinatorial chemistryPhotochemistryComputer scienceOrganic chemistryChromatographyProgramming languagePhotocatalysisRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Photoredox-catalyzed alkylarylation of activated alkenes <i>via</i> a ring-opening/Truce–Smiles rearrangement cascade | Litcius