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<scp>Visible‐Light‐Driven Four‐Component</scp> Radical Relay Aminocarbonylation of Unactivated Alkenes<sup>†</sup>

Bin Lu, Feng‐Shuo Bao, Zi‐Wei He, Wen‐Jing Xiao, Jia‐Rong Chen

2024Chinese Journal of Chemistry28 citationsDOIOpen Access PDF

Abstract

Comprehensive Summary Catalytic four‐component radical carbonylation of unactivated alkenes has recently been recognized as a robust protocol for rapid construction of various structurally diverse carbonyl compounds. Given the significance of fluorine‐containing groups, this reaction class has been extensively applied to assembly of a variety of perfluoroalkyl carboxylic acid derivatives by transition metal catalysis. Herein, we report a visible‐light‐driven radical relay 1,2‐perfluoroalkylation aminocarbonylation of unactivated alkenes using CO gas as carbonyl source and 4CzIPN as organic photocatalyst. A wide range of alkenes and amines were well tolerated, providing the valuable β‐perfluoroalkylated amides with generally good yields and high chemoselectivity.

Topics & Concepts

ChemistryChemoselectivityCarbonylationCatalysisCombinatorial chemistryPhotocatalysisTransition metalCatalytic cycleOrganic chemistryCarbon monoxideRadical Photochemical ReactionsFluorine in Organic ChemistryCatalytic C–H Functionalization Methods