Abstract The reaction of ClC CCl, PhC CCl and PhSC CCl with a variety of tertiary enolates leads in 43–90% yields to α-chloroethynyl, α-phenylethynyl and α- thiophenylethynyl derivatives. The− C CCl group is smoothly converted to− C CH using copper powder in HOAc/THF, or is directly reduced (H 2/Lindlar catalyst) to the− CH CH 2 group, thus providing facile access to many α-ethynyl and α-vinyl ketones and esters.
[Combs, Donald W.; Reese, Kimberly; Cornelius, Lyndon A. M.; Gunnet, Joseph W.; Cryan, Ellen V.; et al. Journal of Medicinal Chemistry, 1995 , vol. 38, # 25 p. 4880 - 4884]
