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Decarboxylative C(sp<sup>3</sup>)–N Cross-Coupling of Diacyl Peroxides with Nitrogen Nucleophiles

Zi‐Liang Tang, Xuan‐Hui Ouyang, Ren‐Jie Song, Jin‐Heng Li

2021Organic Letters34 citationsDOI

Abstract

We have disclosed a new radical-mediated decarboxylative C(sp3)–N cross-coupling of diacyl peroxides with nitrogen nucleophiles. The primary and secondary alkyl radicals derived from corresponding diacyl peroxides were generated by copper catalysis or by merging copper catalysis and photoredox catalysis, respectively. Various N-alkyl nitrogen nucleophiles, including indazoles, triazoles, indoles, purine, carbazole, anilines, and sulfonamide, were provided with a broad substrate scope and good functional group tolerance.

Topics & Concepts

ChemistryNucleophileNitrogenCoupling (piping)Computational chemistryOrganic chemistryMedicinal chemistryCatalysisEngineeringMechanical engineeringRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions
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