Photochemical Amination of Thioethers Under Biphasic Flow Conditions

A practical, continuous flow, biphasic photochemical amination of thioethers, employing N ‐mesyloxycarbamates as nitrene precursors, is reported. Using UVA irradiation at 365 nm and Fe(acac) 3 as a catalyst, the reaction efficiently converts aromatic and aliphatic thioethers into Troc‐protected sulfilimines in high yields. The biphasic ethyl acetate/water system plays a critical role in preventing clogging of the reactor by dissolving the mesylate byproduct.

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Journal
European Journal of Organic Chemistry
Published
2026-01-30
DOI
https://doi.org/10.1002/ejoc.202501165
Primary Topic
Innovative Microfluidic and Catalytic Techniques Innovation
Type
article
Field-Weighted Citation Impact
0.00

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article

Photochemical Amination of Thioethers Under Biphasic Flow Conditions

Calvine Lai, H. Lebel
European Journal of Organic Chemistry
Innovative Microfluidic and Catalytic Techniques Innovation
article

Photochemical Amination of Thioethers Under Biphasic Flow Conditions

Calvine Lai, H. Lebel
article en

Abstract

A practical, continuous flow, biphasic photochemical amination of thioethers, employing N ‐mesyloxycarbamates as nitrene precursors, is reported. Using UVA irradiation at 365 nm and Fe(acac) 3 as a catalyst, the reaction efficiently converts aromatic and aliphatic thioethers into Troc‐protected sulfilimines in high yields. The biphasic ethyl acetate/water system plays a critical role in preventing clogging of the reactor by dissolving the mesylate byproduct.

European Journal of Organic ChemistryVol. 29(8)
Centre in Green Chemistry and Catalysis (CA)
Centre in Green Chemistry and Catalysis, Université de Montréal, Natural Sciences and Engineering Research Council of Canada
Clean water and sanitation
Openalex Percentile: Top 72%
Innovative Microfluidic and Catalytic Techniques Innovation
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