Abdelaziz Nait Ajjou, G. Ferguson
May 29, 2006
Citations
0
Influential Citations
19
Citations
Journal
Tetrahedron Letters
Abstract
Abstract The catalytic system composed of CuCl 2 and 2,2′-biquinoline-4,4′-dicarboxylic acid dipotassium salt (BQC) was found to be highly efficient for the selective α-oxidation of internal alkynes to the corresponding α,β-acetylenic ketones, with aqueous tert- butyl hydroperoxide under mild conditions. For the first time, full conversions of alkynes were reached with excellent selectivities, and propargylic tert -butylperoxy ethers were observed and suggested as the reaction intermediates. In the case of terminal alkynes, the oxidations are sluggish and low yields ranging from 32% to 40% were obtained.