Bromination Functionalization of Diazo Compounds with CBr 4 via Convergent Paired Electrolysis

An electrochemical bromination of diazo compounds with CBr₄ as a bromine source via convergent paired electrolysis has been developed, which affords α-bromo phosphonates as products in up to 96% yields. This work represents the first example of direct anodic oxidation of diazos to couple with an in situ-generated nucleophile from the cationic reduction of CBr₄ by using CH₂Cl₂ as a hydrogen source. This reaction features mild conditions, good substrate compatibility, and scale-up applicability, which represents a new electrochemical reaction mode of diazo compounds and also provides easy access to α-bromo phosphonates.