1403336-68-4Relevant academic research and scientific papers
Metallomicelle catalyzed aerobic tandem desilylation/Glaser reaction in water
Tang, Shanyu,Li, Longjia,Ren, Xuanhe,Li, Jiao,Yang, Guanyu,Li, Heng,Yuan, Bingxin
, p. 2899 - 2904 (2019)
PEG-grafted nitrogen ligands were synthesized. The corresponding copper complexes serve as metallomicellar nanoreactors for the aerobic tandem desilylation/Glaser coupling of TMS-protected alkynes in water. The protocol is also suitable for base-free homocoupling of terminal alkynes. The metallomicellar catalyst could be recycled 5 times with minor loss of reactivity.
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.
Copper-catalyzed homo- and cross-coupling reactions of terminal alkynes in ethyl lactate
Wan, Jie-Ping,Cao, Shuo,Jing, Yanfeng
, p. 631 - 634 (2014/08/05)
The bio-based chemical ethyl lactate (EL) has been discovered to be an excellent medium for the Glaser-type homo- and cross-coupling reactions of terminal alkynes. Good to excellent yields of conjugate diynes have been obtained under ligand-free and mild
Enaminone ligand-assisted homo- and cross-coupling of terminal alkynes under mild conditions
Liu, Yunyun,Wang, Chunping,Wang, Xiaobo,Wan, Jie-Ping
, p. 3953 - 3955 (2013/07/25)
Copper-catalyzed oxidative coupling reactions of terminal alkynes have been performed at room temperature by using enaminone as effective ligand. Both symmetrical and unsymmetrical 1,3-diynes bearing various functional groups have been synthesized in mode
Practical oxidative homo- and heterocoupling of terminal alkynes catalyzed by immobilized copper in MCM-41
Xiao, Ruian,Yao, Ruiya,Cai, Mingzhong
experimental part, p. 4178 - 4184 (2012/09/22)
A practical oxidative homo- and heterocoupling of terminal alkynes was achieved in CH2Cl2 at 25 °C by using a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(I) complex (MCM-41-2N-CuI, 1 mol-%) as the catalyst, piperidine (0.1 or 3 equiv.) as the base, and air as the environmentally friendly co-oxidant, yielding a variety of symmetrical and unsymmetrical 1,4-disubstituted 1,3-diynes in good to excellent yields. This heterogeneous copper catalyst showed a higher catalytic activity than CuI and can be recovered and recycled by a simple filtration of the reaction mixture and used for at least 10 consecutive runs without any decrease in activity. A practical oxidative homo- and heterocoupling of terminal alkynes was achieved in CH2Cl2 at 25 °C by using a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(I) complex (MCM-41-2N-CuI, 1 mol-%) as the catalyst and air as the environmentally friendly oxidant, yielding a variety of symmetrical and unsymmetrical 1,4-disubstituted 1,3-diynes in good to excellent yields.
