Transition-metal-free chemo- and regioselective vinylation of azaallyls.

ABSTRACT: Direct C(sp³)-C(sp²) bond formation under transition-metal-free conditions offers an atom-economical, inexpensive and environmentally benign alternative to traditional transition-metal-catalysed cross-coupling reactions. A new chemo- and regioselective coupling protocol between 3-aryl-substituted-1,1-diphenyl-2-azaallyl derivatives and vinyl bromides has been developed. This is the first transition-metal-free cross-coupling of azaallyls with vinyl bromide electrophiles and delivers allylic amines in excellent yields (up to 99%). This relatively simple and mild protocol offers a direct and practical strategy for the synthesis of high-value allylic amine building blocks that does not require the use of transition metals, special initiators or photoredox catalysts. Radic

SUBMITTER: Li M 

PROVIDER: S-EPMC5650226 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature