Recent progress in carbene-catalyzed fluoroalkylation  

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作  者:Bei Zhang Xuan Zhang Jian Wang 

机构地区:[1]Jiangsu Key Laboratory of Atmospheric Environment Monitoring and Pollution Control,Collaborative Innovation Center of Atmospheric Environment and Equipment Technology,School of Environmental Science and Engineering,Nanjing University of Information Science and Technology,Nanjing 210044,China [2]School of Pharmaceutical Sciences,Tsinghua University,Beijing 100084,China

出  处:《Science China Chemistry》2024年第8期2448-2460,共13页中国科学(化学英文版)

基  金:supported by the National Natural Science Foundation of China (21871160, 21672121, 22071130);the Bayer Investigator Fellow;the Fellowship of Tsinghua-Peking Center for Life Sciences (CLS)。

摘  要:The fluoroalkyl fragment plays a vital role in various fields such as pharmaceuticals and materials science, and has a significant impact on human life not only on the present but also in the future. The insertion of fluoroalkyl groups into the chemical skeletons can cause considerable alternations in the chemical, physical and biological properties of molecules, which has attracted numerous scientists from different fields. This review focuses on N-heterocyclic carbene(NHC)-catalyzed fluoroalkylation reactions, providing a detailed analysis and summary of the achievements in the past two decades. Many successful examples clearly indicate that NHCs can catalyze the tranformation of fluoroalkylation reagents with various electronic characteristics, whether electrophilic, nucleophilic, or radical precursors. Herein, the fluoroalkylation reactions are classified based on different catalytic modes of NHCs: Lewis base catalysis, Umploung catalysis, radical catalysis and others. Meanwhile, by refining and systematically studying the contribution of NHC catalysis in fluoroalkylation reactions, this review is expected to provide valuable insights and enlightenment for related fields.

关 键 词:N-heterocyclic carbene FLUOROALKYLATION radical catalysis 

分 类 号:O621.251[理学—有机化学]

 

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