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Photocatalytic Pyridyl-carbamoylation of Alkenes for Accessing β-Pyridyl Amides

Jian Cui, Zhikai Li, Yuyuan Mao, Yilin Zhu, Weijie Yu, Jie Wu, Shaoyu Li

2025Organic Letters12 citationsDOI

Abstract

The β-pyridyl amide is a critical scaffold in medical discovery yet lacks efficient synthetic methods. Here, we describe, for the first time, a visible-light-induced, redox-neutral radical cross-coupling reaction involving alkenes, oxamic acids, and cyanopyridines that offers a versatile assembly of β-pyridylamides. This approach features mild reaction conditions, high step efficiency, and substrate breadth, providing a green and efficient strategy for alkene pyridyl-carbamoylation. Achieving this transformation relies on the efficient catalytic system, which adeptly avoids the competing cross-coupling of the nucleophilic carbamoyl radical with the electrophilic pyridyl radical, enabling the three-component radical tandem reaction process with high chemoselectivity.

Topics & Concepts

ChemistryPhotocatalysisCombinatorial chemistryOrganic chemistryCatalysisChemical Synthesis and AnalysisSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods