Cathodic Deoxygenative Alkylation of Nitro(hetero)arenes with Organic Halides

We have realized a cathodic deoxygenative alkylation between nitro(hetero)arenes and organic halides, employing bis(pinacolato)diboron (B2pin2) and LiCl as additives to trap and stabilize the generated alkyl radicals and carbanions, thereby facilitating efficient N-O cleavage and selective C-N bond formation. The protocol offers an economical method for the efficient synthesis of multiple aromatic(hetero) amines, without the need for reactive reductants and the exclusion of air and moisture. Notably, the protocol is distinguished by scalability, broad functional group compatibility, and safe and mild conditions, demonstrating practicality in the synthesis and late-stage modification of various bioactive compounds.