Citation: Wenqing Lu, Wenlin Li, Yicheng Zhou, Yongbin Xie, Wenbo Chen. Iridium(Ⅰ)-catalyzed deoxgenation of fluoroalkylsulfoxides with dimethyl diazomalonate to access fluoroalkylthioethers[J]. Chinese Chemical Letters, ;2022, 33(11): 4865-4869. doi: 10.1016/j.cclet.2022.02.061 shu

Iridium(Ⅰ)-catalyzed deoxgenation of fluoroalkylsulfoxides with dimethyl diazomalonate to access fluoroalkylthioethers

Wenqing Lu ^a ,
Wenlin Li ^a ,
Yicheng Zhou ^a ,
Yongbin Xie ^a ,
Wenbo Chen ^{a, b, *,}

a.
Shanghai Key Laboratory of Materials Protection and Advanced Materials in Electric Power, Shanghai University of Electric Power, Shanghai 200090, China
b.
CAS Key Laboratory of Energy Regulation Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

wenbochen@shiep.edu.cn

Received Date: 22 October 2021
Revised Date: 17 February 2022
Accepted Date: 21 February 2022
Available Online: 25 February 2022

Figures(8)

A new method for the preparation of fluoroalkylthioethers including trifluoromethylthioether and difluoromethylthioether by iridium(Ⅰ)-catalyzed deoxgenation of fluoroalkylsulfoxides with dimethyl diazomalonate was developed. In the reaction system, dimethyl diazomalonate was used as reducing reagent and the corresponding fluoroalkylthioethers were produced through oxygen atom transfer from fluoroalkylsulfoxides to diazomalonate. The protocol featuring effective oxygen atom transfer, mild reaction conditions and good functional groups tolerance offers an alternative strategy for the synthesis of fluoroalkylthioethers.
- Fluorine chemistry,
- Trifluoromethylthio,
- Fluoroalkylthio,
- Fluoroalkylsulfoxide,
- Deoxgenation
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