1388147-64-5Relevant academic research and scientific papers
Copper(II)/Palladium(II) catalysed highly selective cross-coupling of terminal alkynes in supercritical carbon dioxide
Wang, Yunlong,Suo, Quanling,Han, Limin,Guo, Linlin,Wang, Yaqi,Li, Fawang
, p. 1918 - 1925 (2018/03/12)
An efficient protocol for the synthesis of unsymmetrical 1,3-diynes was developed using supercritical carbon dioxide (ScCO2) as the solvent. The direct coupling of two different terminal alkynes is catalysed by a bimetallic catalyst, CuCl2·2H2O/Pd(NH3)4Cl2·H2O, in the presence of the base tetramethylethylenediamine (TMEDA) and O2. In pure ScCO2, our bimetallic catalytic system maintains high activity over a wide substrate scope to provide unsymmetrical 1,3-diynes in good to excellent yields. In the proposed reaction mechanism, the synergistic cooperation between copper(II) and palladium(II) centres is responsible for the superior selectivity of the cross-coupling.
Copper porphyrin-catalyzed aerobic oxidative coupling of terminal alkynes with high TON
Sheng, Wen-Bing,Chen, Tie-Qiao,Zhang, Ming-Zhong,Tian, Mi,Jiang, Guo-Fang,Guo, Can-Cheng
supporting information, p. 1641 - 1643 (2016/04/04)
Copper porphyrin-catalyzed Glaser-Hay-type couplings of terminal alkynes generating 1,3-diynes are described. This reaction features high TON (up to 950) and is complete in an hour, providing a facile, clean, and efficient protocol to access various 1,3-d
Copper-catalyzed decarboxylative coupling of alkynyl carboxylates with 1,1-dibromo-1-alkenes
Huang, Zheng,Shang, Rui,Zhang, Zi-Rong,Tan, Xiao-Dan,Xiao, Xiao,Fu, Yao
, p. 4551 - 4557 (2013/06/05)
A copper-catalyzed decarboxylative coupling reaction of potassium alkynyl carboxylates with 1,1-dibromo-1-alkenes was developed for the synthesis of unsymmetrical 1,3-diyne and 1,3,5-triyne derivatives. Diverse aryl, alkenyl, alkynyl, and alkyl substituted 1,1-dibromo-1-alkenes can react smoothly with aryl and alkyl substituted propiolates to produce unsymmetrical 1,3-diynes and 1,3,5-triynes with high selectivity and good functional group compatibility.
Nickel-catalyzed cross-coupling reaction of acetylenic sulfones with alkynyl Grignard reagents: A facile method for the preparation of unsymmetrical 1,3-diynes
Fang, Kuang,Xie, Meihua,Zhang, Zhannan,Ning, Peng,Shu, Guanying
supporting information, p. 3819 - 3821 (2013/07/05)
The cross-coupling reaction of acetylenic sulfones with acetylenic Grignard reagents was realized by using Ni(acac)2 as catalyst to afford unsymmetrical 1,3-diynes under mild conditions without homocoupling byproducts. By using this method, 1,4-diaryl-1,3-diynes could be obtained in moderate to good yields (59-83%), whereas, the yields for alkyl substituted 1,3-diynes are lower (30-54%).
