Deoxygenative C(sp 3 )–S Cross-Coupling of Alcohols and Sulfenamides
Abstract
Sulfilimines, characterized by the unique –S(IV)═N– motif, are important scaffolds in medicinal and synthetic chemistry. While conventional syntheses typically rely on organohalides or pseudohalides as electrophiles, the direct use of alcohols remains challenging and underdeveloped. Herein, we report a metal-free, Ph 3 P/ICH 2 CH 2 I-mediated deoxygenative C(sp 3 )–S cross-coupling between alcohols and sulfenamides. This method proceeds without preactivation of the alcohol, employs inexpensive reagents, and provides efficient access to sulfilimines, thereby offering a practical advance in sulfur functionalization that utilizes alcohols as electrophilic coupling partners.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Synthesis and Catalytic Reactions
Synthesis and Reactivity of Sulfur-Containing Compounds
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Volume
- 91
- Issue
- 10
- Pages
- 3847–3854
- Publication date
- 4 March 2026
- Language
- EN