N ‐Fluoroalkylthiolation of Amines and Sulfonamides with Fluoroalkyl Sulfoxide as Fluoroalkylthiolating Reagent
Abstract
B(C 6 F 5 ) 3 ‐promoted N ‐fluoroalkylthiolation reaction of amines with fluoroalkanesulfenic acids formed in situ from fluoroalkyl sulfoxides was successfully achieved, affording a series of fluoroalkanesulfenamides, while no N ‐fluoroalkylthiolation product was formed with sulfonamides under similar conditions. Notably, in the presence of Tf 2 O, the reaction of sulfonamides with fluoroalkyl sulfoxides proceeded smoothly at room temperature to give the corresponding N ‐fluoroalkylthiolation products. Two possible reaction pathways were proposed based on experimental results.
Fields of Study & Subjects
Fluorine in Organic Chemistry
Sulfur-Based Synthesis Techniques
Click Chemistry and Applications
Publication details
- Journal / source
- Advanced Synthesis & Catalysis
- Publisher
- Wiley
- Volume
- 368
- Issue
- 8
- Publication date
- 9 April 2026
- Language
- EN