Chinese Journal of Organic Chemistry >
Synthesis of Substituted N—F Benzenesulfonimides and Comparison of Their Fluorination Reactivity via Their Reactions with Silylenol Ethers
Received date: 2015-06-12
Revised date: 2015-07-13
Online published: 2015-08-17
Supported by
Project supported by the National Natural Science Foundation of China (No. 2132077).
The fluorination reactivity of N—F benzenesulfonimides depended on the strength of N—F bond and was easily affected by substituents on the phenyl of substituted N—F benzenesulfonimides via electronic or steric effect. In this work, N—F benzenesulfonimides with different substituents were synthesized and reacted with silylenol ethers, and the results indicated that utilizing N-fluoro-4-fluoro-4'-nitrobenzenesulfonimide and N-fluoro-4-tert-butyl-4'-fluorobenzenesulfonimide could improve the reactivity or selectivity of fluorination than using N—F benzenesulfonimide in lots of selected experiments.
Li Qingwei , Chen Fuli , Yang Xianjin . Synthesis of Substituted N—F Benzenesulfonimides and Comparison of Their Fluorination Reactivity via Their Reactions with Silylenol Ethers[J]. Chinese Journal of Organic Chemistry, 2015 , 35(12) : 2604 -2609 . DOI: 10.6023/cjoc201506014
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