Regio- and stereoselective tert -butylthiolation of internal alkynes with thioethers initiated and maintained by silylium-ion catalysis
Abstract
-butyl cation) source. Competing loss of a proton by β-elimination of that carbenium-ion intermediate and as such a potential hydrothiolation pathway are efficiently suppressed by the substoichiometric addition of an arylsilane as a "proton-into-silylium ion" generator. Through this, the silylium-ion activation is restored, thereby maintaining the carbothiolation pathway. The method enables the synthesis of sterically crowded, fully substituted aryl vinyl sulfides as well as the sulfoxides and sulfones.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Catalytic C–H Functionalization Methods
Radical Photochemical Reactions
Publication details
- Journal / source
- Chemical Science
- Publisher
- Royal Society of Chemistry (RSC)
- Volume
- 17
- Issue
- 8
- Pages
- 4307–4311
- Publication date
- 1 January 2026
- Language
- EN