An unprecedented highly efficient solvent-free oxidation of alkynes to α,β-acetylenic ketones with tert-butyl hydroperoxide catalyzed by water-soluble copper complex |
| |
Authors: | Abdelaziz Nait Ajjou Gabriel Ferguson |
| |
Institution: | Department of Chemistry and Biochemistry, University of Moncton, Moncton, NB, Canada E1A 3E9 |
| |
Abstract: | The catalytic system composed of CuCl2 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. |
| |
Keywords: | Oxidation Water-soluble catalyst Copper chloride tert-Butyl hydroperoxide Alkynes α β-Acetylenic ketone |
本文献已被 ScienceDirect 等数据库收录! |
|