2018
DOI: 10.1016/j.tet.2018.02.060
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Copper(II)/Palladium(II) catalysed highly selective cross-coupling of terminal alkynes in supercritical carbon dioxide

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Cited by 13 publications
(3 citation statements)
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“…Increase of the ratio was helpful for the heterocoupling reaction, and when 1a / 2a was 5/1, yield of 3a reached 91% (entry 5). This observation is in a good accordance with the previous reports. To ensure a good synthetic yield and also maximize the utilizing efficiency of substrate and the solvent for the product isolation, we continued the reactions with a ratio of 1a / 2a = 2/1. We suspected that, thanks to the formation of hydrogen bonds between alkynol and the solid support, alkynol component may be selectively enriched to some extent in the solid–liquid interface.…”
Section: Resultssupporting
confidence: 88%
“…Increase of the ratio was helpful for the heterocoupling reaction, and when 1a / 2a was 5/1, yield of 3a reached 91% (entry 5). This observation is in a good accordance with the previous reports. To ensure a good synthetic yield and also maximize the utilizing efficiency of substrate and the solvent for the product isolation, we continued the reactions with a ratio of 1a / 2a = 2/1. We suspected that, thanks to the formation of hydrogen bonds between alkynol and the solid support, alkynol component may be selectively enriched to some extent in the solid–liquid interface.…”
Section: Resultssupporting
confidence: 88%
“…16 Wang and co-workers reported the synthesis of unsymmetrical 1,3-diynes by using Cu( ii ) salt in supercritical-CO 2 as the solvent. 17 They used two different terminal alkynes in the presence of a tetramethylethylenediamine (TMEDA) base.…”
Section: Introductionmentioning
confidence: 99%
“…The coupling of terminal alkynes could achieve a diyne fragment substituted with various functionalities attached to both sides resulting in symmetrical or unsymmetrical 1,3-diynes. The straightforward synthesis of homocoupled 1,3-diynes was reported by Glaser–Eglinton–Hay–Cadiot–Chodkiewicz with adequate results. In the standard synthesis of 1,3-diynes, copper is assigned to be an outstanding catalyst. Apart from that, some bimetallic metal additives with copper were used for the preparation of 1,3-diynes from different alkyne sources. In addition to that, some nanocomposites, charge-transfer catalysts, and visible light-induced , reaction media acted as active catalysts to afford these diyne building blocks. Likewise, there are numerous methodologies that exist in the literature for the synthesis of 1,3-diyne moieties. However, the push for this methodology is still continuing and under strong consideration by various academia along with pharmaceutical industries.…”
Section: Introductionmentioning
confidence: 99%