Electrochemical Decarboxylative Coupling for C(sp3)-N Bond Formation of Triazoles and Carboxylic Acids
Yaqi Deng1, Yuling Hong1, Shunying Liu1,2
1Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China.
Abstract:
An electrochemically driven anodic decarboxylative process for C(sp3)-N coupling is developed, employing non-activated carboxylic acids as alkylating agents. This reaction proceeds via anodic oxidative decarboxylation of carboxylic acids to generate carbon-centered radicals and the efficient radical cross-coupling of highly reactive α-aminated carbon-centered radicals with triazole radicals, thereby affording α-aminated triazole derivatives. Notably, this method obviates the need for the pre-activation of carboxylic acids, expensive transition metal catalysts, and external oxidants. It also exhibits a broad substrate scope for heterocyclic N-alkylation, thus providing a concise and ecofriendly synthetic route toward complex triazole-containing molecules.
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