Decarboxylative C(sp3)-N Cross-Coupling of Diacyl Peroxides with Nitrogen Nucleophiles

We have disclosed a new radical-mediated decarboxylative C(sp(3))-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.

Automated summary

A new radical-mediated decarboxylative C(sp(3))-N cross-coupling reaction has been disclosed, involving diacyl peroxides reacting with nitrogen nucleophiles. The alkyl radicals derived from diacyl peroxides were generated through copper catalysis or through a combination of copper catalysis and photoredox catalysis. Various N-alkyl nitrogen nucleophiles showed a broad substrate scope and good functional group tolerance.