929544-33-2Relevant academic research and scientific papers
Mild, efficient and highly stereoselective synthesis of (Z)-vinyl chalcogenides from vinyl bromides catalyzed by copper(I) in ionic liquids based on amino acids
Wang, Zhiming,Mo, Hanjie,Bao, Weiliang
, p. 91 - 94 (2007)
A method for the synthesis of (Z)-vinyl chalcogenides by the coupling of vinyl bromides with thiols or diphenyl diselenide using copper(l) salts as catalysts in ionic liquids based on amino acids is reported. The desired vinyl chalcogenides were obtained
Stereoselective formation of Z- or E-vinyl thioethers from arylthiols and acetylenes under transition-metal-free conditions
Liao, Yunfeng,Chen, Shanping,Jiang, Pengcheng,Qi, Hongrui,Deng, Guo-Jun
, p. 6878 - 6885 (2013/11/06)
Vinyl sulfide formation with good yield and high regio- and stereoselectivities from thiols and acetylenes under transition-metal-free conditions is described. Potassium phosphate was used as an effective additive to enhance the reaction yield and selecti
Carbon dioxide mediated stereoselective copper-catalyzed reductive coupling of alkynes and thiols
Nurhanna Riduan, Siti,Ying, Jackie Y.,Zhang, Yugen
supporting information; experimental part, p. 1780 - 1783 (2012/06/04)
A simple protocol for the stereoselective copper-catalyzed hydrothiolation of alkynes under a CO2 atmosphere has been developed. The stereoselectivity is determined by the presence/absence of a CO2 atmosphere. The reaction system is robust and utilizes inexpensive, readily available substrates. A cyclic alkene/carboxylate copper complex intermediate is proposed as the key step in determining the stereoselectivity, and an equivalent amount of water is found to play an active role as a proton donor.
Synthesis of vinyl sulfides by copper-catalyzed decarboxylative C-S cross-coupling
Ranjit, Sadananda,Duan, Zhongyu,Zhang, Pengfei,Liu, Xiaogang
supporting information; experimental part, p. 4134 - 4136 (2010/11/17)
A novel method for the synthesis of vinyl sulfides by the decarboxylative cross-coupling of arylpropiolic acids with thiols using copper(I) salts as catalysts has been developed. In the presence of CuI and Cs2CO 3, a variety of thiols reacted with arylpropiolic acids to afford the corresponding vinyl sulfides in good to excellent yields with high stereoselectivity for Z-isomers.
L-Proline promoted cross-coupling of vinyl bromide with thiols catalyzed by CuBr in ionic liquid
Zheng, Yunfa,Du, Xingfen,Bao, Weiliang
, p. 1217 - 1220 (2007/10/03)
A method for the synthesis of vinyl sulfides by the coupling of vinyl bromides with thiols using the copper(I) bromide as catalyst and l-proline as ligand was reported. The best yields were obtained in the ionic liquid [Bmim]BF4 with the retention of stereochemistry. This protocol is palladium-free, tolerates both aromatic and aliphatic thiols, possesses good selectivity between alcohol and thiol, and does not require the use of expensive or air-sensitive additives.
