1628340-36-2Relevant academic research and scientific papers
Copper(I)-mediated direct trifluoromethylthiolation of allylic halides with elemental sulfur and (trifluoromethyl)trimethylsilane
Li, Jue,Wang, Peiqiang,Xie, Fei-Fei,Yang, Xi-Gang,Song, Xiao-Nan,Chen, Wei-Dong,Ren, Jiangmeng,Zeng, Bu-Bing
supporting information, p. 3568 - 3571 (2015/06/08)
Abstract A new method has been developed for the copper-mediated trifluoromethylthiolation of allylic halides by using potassium fluoride, elemental sulfur, and (trifluoromethyl)trimethylsilane in anhydrous N,N-dimethylformamide. This protocol provides facile access to a variety of allylic trifluoromethyl thioethers in moderate to good yields under mild, ligand-free reaction conditions.
Synthesis of allylic and propargylic trifluoromethyl thioethers by copper(i)-catalyzed trifluoromethylthiolation of allylic bromides and propargylic chlorides
Rong, Mingguang,Li, Dongzhe,Huang, Ronglu,Huang, Yangjie,Han, Xiaoyan,Weng, Zhiqiang
, p. 5010 - 5016 (2014/08/18)
An efficient method is reported for the copper(I)-catalyzed trifluoromethylthiolation of allylic bromides by using elemental sulfur and CF3SiMe3. This rate of this transformation was significantly accelerated in the presence of 18-crown-6, and the reaction afforded the desired products in moderate to excellent yields with high stereo- and regioselectivity. This method can tolerate a number of functional groups and provides facile access to a variety of allylic trifluoromethyl thioethers. The copper(I)-catalyzed trifluoromethylthiolation of propargylic chlorides was also investigated. A plausible mechanism that involves an allylcopper(III) intermediate is proposed.
Ruthenium-catalyzed regioselective allylic trifluoromethylthiolation reaction
Ye, Ke-Yin,Zhang, Xiao,Dai, Li-Xin,You, Shu-Li
, p. 12106 - 12110 (2015/01/09)
An efficient Ru-catalyzed regioselective allylic trifluoromethylthiolation reaction of allylic carbonates was developed. The linear allylic trifluoromethyl thioethers were obtained in 52-91% yields. Mechanistic investigation revealed that this reaction proceeds via a double allylic trifluoromethylthiolation sequence.
