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Updated: Jun 28, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Generation of sulfones utilizing β-sulfinyl esters as masked aryl sulfinates under redox-neutral conditions
Yixin Zhang1, Zhu Yang1, Hongjun Yang1
1Key Laboratory of General Chemistry of the National Ethnic Affairs Commission, Key Laboratory of Pollution Control Chemistry and Environmental Functional Materials for Qinghai-Tibet Plateau of the National Ethnic Affairs Commission, School of Chemistry and Environment, Southwest Minzu University, Chengdu 610041, People's Republic of China. luyang@swun.edu.cn.
Abstract:
A method for generation of SVI sulfones from β-sulfinyl esters (SIV) under transition-metal-free non-oxidative mild conditions is presented. Various sulfones have been achieved with moderate to excellent yields. The advantage of using β-sulfinyl esters as masked aryl sulfinates has also been exemplified using brominated substrates. Oxygen isotope-labeling experiments indicated that the oxygen atoms incorporated into the sulfone product come from the sulfoxide of the β-sulfinyl ester. Successive β-elimination/O-addition/sulfinate esterification/β-elimination processes are proposed for the mechanism of generating SVI from SIV.
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