Tetrahedron letters

An unprecedented highly efficient solvent-free oxidation of alkynes to α, β-acetylenic ketones with tert-butyl hydroperoxide catalyzed by water-soluble copper complex

AN Ajjou, G Ferguson

Index: Nait Ajjou, Abdelaziz; Ferguson, Gabriel Tetrahedron Letters, 2006 , vol. 47, # 22 p. 3719 - 3722

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Citation Number: 13

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 ...