Electrochemical oxidative Z -selective C(sp 2 )-H chlorination of acrylamides.

An electrochemical method for the oxidative Z -selective C(sp ² )-H chlorination of acrylamides has been developed. This catalyst and organic oxidant free method is applicable across various substituted tertiary acrylamides, and provides access to a broad range of synthetically useful Z -β-chloroacrylamides in good yields (22 examples, 73% average yield). The orthogonal derivatization of the products was demonstrated through chemoselective transformations and the electrochemical process was performed on gram scale in flow.