Electrochemically Enabled, Nickel-Catalyzed Amination.
Chao LiYu KawamataHugh NakamuraJulien C VantouroutZhiqing LiuQinglong HouDenghui BaoJeremy T StarrJinshan ChenMing YanPhil S BaranPublished in: Angewandte Chemie (International ed. in English) (2017)
Along with amide bond formation, Suzuki cross-coupling, and reductive amination, the Buchwald-Hartwig-Ullmann-type amination of aryl halides stands as one of the most employed reactions in modern medicinal chemistry. The work herein demonstrates the potential of utilizing electrochemistry to provide a complementary avenue to access such critical bonds using an inexpensive nickel catalyst under mild reaction conditions. Of note is the scalability, functional-group tolerance, rapid rate, and the ability to employ a variety of aryl donors (Ar-Cl, Ar-Br, Ar-I, Ar-OTf), amine types (primary and secondary), and even alternative X-H donors (alcohols and amides).