Photoflow Sulfur Alkylation of Sulfenamides for Direct Access of S -Methyl Sulfoximines
Abstract
Diazo compounds are hazardous to handle in batch operations due to their toxicity and explosive decomposition to nitrogen gas, often causing exothermic runaway reactions. To address these challenges, a photoflow sulfur alkylation of sulfenamides using diazo compounds was developed, enabling rapid (7.5 min) and safe access to sulfilimines in 76-95% yields with broad functional group tolerance (22 molecules). The method is robust, scalable, and applicable to gram-scale synthesis and late-stage drug modification.
Fields of Study & Subjects
Synthesis and Catalytic Reactions
Sulfur-Based Synthesis Techniques
Radical Photochemical Reactions
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Volume
- 91
- Issue
- 7
- Pages
- 2844–2850
- Publication date
- 4 February 2026
- Language
- EN