Copper-catalyzed enantioselective arylalkynylation of alkenes?

Chemical Science Pub Date: 2020-01-08 DOI: 10.1039/C9SC04029C

Abstract

A copper-catalyzed enantioselective arylalkynylation of alkenes with diaryliodonium salt and a monosubstituted alkyne is reported. The three-component coupling reactions proceed under mild reaction conditions with a broad substrate scope, leading to synthetically valuable 1,2-diaryl-3-butynes. The key to the success of this chemistry is the employment of the chiral bisoxazoline-phenylaniline (BOPA) ligand. A novel reaction pathway involving the phenyl radical generation under thermal copper catalysis is proposed according to mechanistic studies.

Graphical abstract: Copper-catalyzed enantioselective arylalkynylation of alkenes
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