1464149-40-3Relevant articles and documents
Trifluoromethyl sulfoxides from allylic alcohols and electrophilic SCF3 Donor by [2,3]-sigmatropic rearrangement
Maeno, Mayaka,Shibata, Norio,Cahard, Dominique
, p. 1990 - 1993 (2015)
An electrophilic trifluoromethylthiolation of allylic alcohols produces the corresponding allylic trifluoromethanesulfenates, which spontaneously rearrange into trifluoromethyl sulfoxides via a [2,3]-sigmatropic rearrangement. The reaction is straightforward and proceeds in good to high yields for the preparation of various allylic trifluoromethyl sulfoxides.
Ionic Liquids for Fast and Solvent-Free Nucleophilic Trifluoromethylthiolation of Alkyl Halides and Alcohols
Anselmi, Elsa,Simon, Cédric,Marrot, Jér?me,Bernardelli, Patrick,Schio, Laurent,Pégot, Bruce,Magnier, Emmanuel
supporting information, p. 6319 - 6326 (2017/11/21)
The trifluoromethylthio group is of rising interest in medicinal, agrochemical, and materials chemistry. Although several strategies for the introduction of this functional group have been described, new synthetic methods are needed. A novel ionic liquid, 1-n-butyl-3-methylimidazolium trifluoromethylthiolate, has been developed and is herein reported as an efficient and recyclable in situ generated trifluoromethylthiolating reagent for alkyl halides, sulfonates, and even unactivated alcohols under solvent-free conditions.
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
, 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.
