What question did this study set out to answer?

The research aims to provide a safer and faster method for synthesizing sulfilimines using photoflow techniques.

February 8, 2026

Photoflow Sulfur Alkylation of Sulfenamides for Direct Access of S -Methyl Sulfoximines

Key Points

The research aims to provide a safer and faster method for synthesizing sulfilimines using photoflow techniques.
Developed a photoflow sulfur alkylation process using diazo compounds.
Employed a rapid reaction time of 7.5 minutes.
Tested the method across a broad range of functional groups with 22 different molecules.
Ensured scalability for gram-scale synthesis.
Achieved yields between 76-95% for the synthesized sulfilimines.
Demonstrated robustness and broad functional group tolerance.
Facilitated late-stage drug modification efficiently.

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.

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Photoflow Sulfur Alkylation of Sulfenamides for Direct Access of S -Methyl Sulfoximines

Key Points

Abstract

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