Trifluoromethanesulfonyl Hypervalent Iodonium Ylide for Copper-Catalyzed Trifluoromethylthiolation of Enamines, Indoles, and β-Keto Esters
Journal of the American Chemical Society2013Vol. 135(24), pp. 8782–8785
Citations Over TimeTop 1% of 2013 papers
Abstract
A novel electrophilic-type trifluoromethylthiolation reagent, a trifluoromethanesulfonyl hypervalent iodonium ylide, was designed and reacted well with various nucleophiles to afford the desired CF3S-substituted products. In situ reduction of the trifluoromethanesulfonyl group to give the trifluoromethylthio group, which is the key step in this process, was realized in the presence of copper(I) chloride.
Related Papers
- → Gold and hypervalent iodine(iii): liaisons over a decade for electrophilic functional group transfer reactions(2020)124 cited
- → A comparison between theoretical and experimental models of electrophilicity and nucleophilicity(2008)74 cited
- → Electrophilic Sulfoximidations of Thiols by Hypervalent Iodine Reagents(2018)13 cited
- → Further reactions of phenyldimethylsilyllithium with N,N-dimethylamides(2002)2 cited
- → Further Reactions of Phenyldimethylsilyllithium with N,N‐Dimethylamides.(2003)