Selectively Oxidative C(sp2)-H/C(sp3)-H Cross-Coupling of Benzamides with Amides by Nickel Catalysis.

The oxidative cross-coupling between the α-C(sp3)-H bond of amide in DMAc and the inert ortho-C(sp2)-H bond of benzamides is achieved for the first time by nickel catalysis, with the assistance of 8-aminoquinolyl group in the presence of a silver oxidant. Notably, the selectivity of conversion can be perfectly controlled by modulating the oxidant additives, and the products from the coupling of the C(sp3)-H bond adjacent to nitrogen of amides with benzamides are approached through the use of peroxide.