Copper-Catalyzed Aerobic Formation of Unstable Sulfinyl Radicals for the Synthesis of Sulfinates and Thiosulfonates

Copper‐catalyzed aerobic coupling of thiols and alcohols affords sulfinates and thiosulfonates. These products are assumed to form via sulfinyl radicals which are not commonly found in oxidative coupling reactions of thiols. A reaction mechanism involving sulfinyl radicals is proposed, and mass and...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2016-01, Vol.358 (1), p.56-61
Main Authors: Shyam, Pranab K., Kim, Yu Kwon, Lee, Chan, Jang, Hye-Young
Format: Article
Language:English
Subjects:
aerobic oxidation
Catalysis
Chemical reactions
copper
Electron paramagnetic resonance
Formations
Joining
Radicals
sulfinates
sulfinyl radicals
Synthesis
Thiols
thiosulfonates
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Summary:Copper‐catalyzed aerobic coupling of thiols and alcohols affords sulfinates and thiosulfonates. These products are assumed to form via sulfinyl radicals which are not commonly found in oxidative coupling reactions of thiols. A reaction mechanism involving sulfinyl radicals is proposed, and mass and electron paramagnetic resonance (EPR) experimental results are provided.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201500785