Transition-Metal-Free Allylic Defluorination Cross-Electrophile Coupling Employing Rongalite  

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作  者:Xiang-Long Chen Chun-Yan Wu Dong-Sheng Yang Bo-Cheng Tang Huai-Yu Wang Zhi-Cheng Yu Anling Li Yan-Dong Wu An-Xin Wu 

机构地区:[1]National Key Laboratory of Green Pesticide,International Joint Research Center for Intelligent Biosensor Technology and Health,College of Chemistry,Central China Normal University,Wuhan,Hubei 430079,China [2]state Key Laboratory of Chemical Biology and Drug Discovery,Department of Applied Biology and Chemical Technology The HongKong Polytechnic University,Kowloon,Hong Kong SAR,China [3]Department of Clinical Laboratory,Center for Gene Diagnosis,and Program of Clinical Laboratory Medicine,Zhongnan Hospital of Wuhan University,Wuhan,Hubei 430062,China

出  处:《Chinese Journal of Chemistry》2024年第12期1360-1366,共7页中国化学(英文版)

基  金:supported by the National Natural Science Foundation of China(Grants 21971080,21971079,21772051);This work was also supported by the 111 Project B17019.

摘  要:Comprehensive Summary The conversion of CF3-alkenes to gem-difluoroalkenes using reductive cross-coupling strategy has received much attention in recent years,however,the use of green and readily available reducing salt to mediate these reactions remains to be explored.In this work,a concise construction of gem-difluoroalkenes,which requires neither a catalyst nor a metal reducing agent,was established.Rongalite,a safe and inexpensive industrial product,was employed as both a radical initiator and reductant.This procedure was compatible with both linear and cyclic diaryliodonium salts,enabling a wide variety of substrates(>70 examples).The utility of this approach was demonstrated through gram-scale synthesis and efficient late-stage functionalizations of anti-inflammatory drugs.

关 键 词:Defluoroarylation Transition metal free gem-Difluoroalkenes RONGALITE Single electron transfer C-C coupling Redox reactions CROSS-COUPLING 

分 类 号:O62[理学—有机化学]

 

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