کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5279386 | 1385624 | 2006 | 4 صفحه PDF | دانلود رایگان |
The catalytic system composed of CuCl2 and 2,2â²-biquinoline-4,4â²-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.
The water-soluble complex generated in situ from CuCl2 and 2,2â²-biquinoline-4,4â²-dicarboxylic acid dipotassium salt (BQC) has been revealed as a highly efficient catalyst 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.
Journal: Tetrahedron Letters - Volume 47, Issue 22, 29 May 2006, Pages 3719-3722