1217554-48-7Relevant academic research and scientific papers
Synthesis of Unsymmetrical 1,3-Diynes via Pd/Cu-Catalyzed Cross-Coupling of Terminal Alkynes at Room Temperature
Liu, Yashuai,Liu, Ping,Gu, Ningning,Xie, Jianwei,Liu, Yan,Dai, Bin
supporting information, p. 895 - 900 (2016/09/20)
A facile and practical synthetic route of unsymmetrical 1,3-diynes via the PdCl/CuI catalyzed oxidative coupling of two different terminal alkynes has been developed by using 3-(diphenylphosphino)propanoic acid as a ligand in the presence of oxygen. This system is suitable for not only aromatic alkynes but also heteroaromatic and aliphatic alkynes which were transformed into the corresponding unsymmetrical 1,3-diynes in moderate to good yields at room temperature. Moreover, the unsymmetrical 1,3-diynes were also obtained on a multi-gram scale. Mechanistic studies suggest that oxygen plays a key role in the catalytic cycles.
Rapid access to unsymmetrical 1,3-diynes and 2,5-disubstituted thiophenes under ligand and Pd/Ni-free Cu-catalysis
Rao, Maddali L. N.,Islam, Sk Shamim,Dasgupta, Priyabrata
, p. 78090 - 78098 (2015/09/28)
A Pd/Ni-free copper-catalysed tandem synthesis was realized for rapid access to unsymmetrical 1,3-diynes from 1,1-dibromoalkenes and terminal alkynes. This method was extended to the straightforward synthesis of unsymmetrical 2,5-disubstituted thiophenes
A co-operative Ni-Cu system for Csp-Csp and Csp-Csp2 cross-coupling providing a direct access to unsymmetrical 1,3-diynes and en-ynes
Mukherjee, Nirmalya,Kundu, Debasish,Ranu, Brindaban C.
supporting information, p. 15784 - 15787 (2015/01/08)
An efficient cross-coupling of alkynes with alkynyl and alkenyl halides catalysed by a Ni-Cu system without any ligand has been achieved. The reaction is suggested to proceed by Ni(0) catalysis assisted by Cu(i). A series of functionalised diaryl, aryl-alkyl, aryl-heteroaryl, diheteroaryl 1,3-di-ynes and en-ynes are obtained in high yields.
Iron/copper promoted oxidative homo-coupling reaction of terminal alkynes using air as the oxidant
Meng, Xu,Li, Chuanbin,Han, Baochun,Wang, Tiansheng,Chen, Baohua
supporting information; scheme or table, p. 4029 - 4031 (2010/07/06)
An inexpensive catalytic system, which used a readily available Fe(acac)3 and trace quantity of Cu(acac)2 as the co-catalyst and air as the oxidant for the homo-coupling of terminal alkynes, has been developed. The catalytic system could also apply to the cross-coupling reaction of two different terminal alkynes.
An efficient approach to homocoupling of terminal alkynes: Solvent-free synthesis of 1,3-diynes using catalytic Cu(II) and base
Wang, Dong,Li, Jihui,Li, Na,Gao, Tingting,Hou, Sihua,Chen, Baohua
supporting information; experimental part, p. 45 - 48 (2010/05/17)
We report an environmentally friendly, efficient method for transforming terminal acetylenes into 1,3-diynes based on catalytic amounts of a Cu(ii) salt and base under solvent-free conditions. The developed process conforms to the principles of 'green' chemistry and addresses the shortage of such methods for the synthesis of 1,3-diynes. The reaction is quite general and results in good yields. Interestingly, the system also allows the synthesis of unsymmetric 1,3-diynes by cross-coupling of two different terminal alkynes. Finally, the catalyst can also be recycled.
Copper-catalyzed decarboxylative cross-coupling of propiolic acids and terminal alkynes
Yu, Miao,Pan, Delin,Jia, Wei,Chen, Wei,Jiao, Ning
supporting information; experimental part, p. 1287 - 1290 (2010/04/27)
A copper-catalyzed decarboxylative cross-coupling reaction of propiolic acids with terminal alkynes is developed leading to unsymmetric 1,3-conjugated diynes under mild conditions. This method provides a novel decarboxylative cross-coupling for sp-sp bond formation. Compared to organic halides, only carbon dioxide is produced as by-products in this approach.
