Regio- and stereo-selective decarbonylative alkylative arylation of terminal alkynes with aliphatic aldehydes and arenes via dual C-H bond functionalization

摘要

A convenient Cu-promoted three-component decarbonylative alkylative arylation of terminal alkynes with aliphatic aldehydes and arenes is developed to provide chain elongated tri-substituted olefins with good chemo-, regio- and stereo-selectivities, and is applied to the radical-type decarbonylative coupling of sugar analogs. Readily available aliphatic aldehydes are readily decarbonylated into 1, 2 and 3 alkyl radicals for the construction of a C(sp(3))-C(sp(2)) bond via radical addition, followed by HAS-arylation to form the C(sp(2))-C(sp(2)) bond.