Ni-Catalyzed Electrochemical Decarboxylative C-C couplings in Batch and Continuous Flow

Organic Letters 20(5), 1338-1341, DOI: 10.1021/acs.orglett.8b00070

An electrochemically driven, nickel-catalyzed reductive coupling of N-hydroxyphthalimide esters with aryl halides is reported. The reaction proceeds under mild conditions in a divided electrochemical cell and employs a tertiary amine as the reductant. This decarboxylative C(sp3)−C(sp2) bond-forming transformation exhibits excellent substrate generality and functional group compatibility. An operationally simple continuous-flow version of this transformation using a commercial electrochemical flow reactor represents a robust and scalable synthesis of value added coupling process.