Direct Amino-α-C-H Heteroarylation of Amides under Electrochemical Conditions.

An electrochemical hydrogen atom transfer (HAT) strategy for the direct amino-α-C-H heteroarylation of amides is described. The cheap TMSN3 acts as a hydrogen atom transfer reagent. A series of heteroarenes including quinoxalin-2(1H)-ones, 4-methylquinoline, isoquinoline, 2-methylquinoxaline, benzothiazole, etc., and various readily available amides/lactams were suitable. The reaction has the characteristics of a wide range of substrates, good regioselectivity, chemical oxidant-free conditions, etc.

HAT-Mediated Electrochemical C(sp2)-H Acylation of Quinolines with Alcohols.

Herein, an electrochemical hydrogen atom transfer (HAT) strategy for C(sp2)-H formylation of electron-deficient quinolines and isoquinolines is described. The cheap methanol acts as a formyl source with a catalytic amount of N-hydroxyphthalimide (NHPI) as the hydrogen atom transfer (HAT) catalyst. The advantages of this reaction are transition-metal-catalyst- and chemical-oxidant-free conditions, and the protocol could also be applied to the direct C(sp2)-H acetylation or propionylation of quinolines.