Photochemically Driven Nickel-Catalyzed Carboxylative C-N Coupling: Scope and Mechanism

Chemistry. 2023 Aug 4;29(44):e202301271. doi: 10.1002/chem.202301271. Epub 2023 Jul 6.

Abstract

Herein we disclosed an unprecedented photochemically driven nickel-catalyzed carboxylative Buchwald-Hartwig amination to access a wide range of aryl carbamate derivatives. This reaction is performed under mild condition of temperature and atmospheric pressure of CO2 starting from commercially available (hetero)aryl iodides/bromides derivatives and alkyl amines preventing the formation of hazardous and/or toxic waste. Moreover, preliminary mechanistic investigations including stochiometric experiments as well as DFT calculations allow us to shed light on the reaction mechanism.

Keywords: Buchwald-Hartwig; carboxylation; density functional theory; dual catalysis; photochemistry.