详细信息

Pd(OAc)2/N-氯-N-氟苯磺酰胺体系下乙酰苯胺的氯化反应(英文)  ( SCI-EXPANDED收录)  

Chlorination of Anilide by Pd(OAc)2/N-Chloro-N-fluorobenzenesulfonylamide

文献类型:期刊文献

中文题名:Pd(OAc)2/N-氯-N-氟苯磺酰胺体系下乙酰苯胺的氯化反应(英文)

英文题名:Chlorination of Anilide by Pd(OAc)2/N-Chloro-N-fluorobenzenesulfonylamide

作者:朱晔[1];黄金文[2];杨先金[1,3]

机构:[1]华东理工大学精细化工研究所结构可控先进功能材料及其制备教育部重点实验室,上海200237;[2]上海应用技术大学化学与环境工程学院,上海201418;[3]中国科学院上海有机化学研究所有机氟化学重点实验室,上海200032

年份:2019

卷号:39

期号:6

起止页码:1665

中文期刊名:有机化学

外文期刊名:Chinese Journal of Organic Chemistry

收录:CSTPCD;;Scopus;WOS:【SCI-EXPANDED(收录号:WOS:000473263100015)】;北大核心:【北大核心2017】;CSCD:【CSCD2019_2020】;

基金:Project supported by the National Natural Science Foundation of China (No. 21372077) and the State Key Laboratory of Efficient Utilization for Low Grade Phosphate Rock and Its Associated Resources (No. WFKF2017-04).

语种:中文

中文关键词:氯化试剂;氟原子;钯催化;合成方法学

外文关键词:chlorinating reagent;fluorine atom;Pd-catalyzed;synthetic methodology

摘要:报道了一种以N-氟-N-氯苯磺酰胺(CFBSA)同时作为氯源、氧化剂和促进剂的钯催化乙酰苯胺氯化方法.反应后的副产物N-氟苯磺酰胺在Pd(OAc)2存在下分解,促进了反应进程.表明钯催化下酰胺键导向的碳氢活化可以得到一系列邻位氯化的产物,产率在28%~82%.
A mild method for palladium-catalyzed halogenation of acetanilide with N-chloro-N-fluorobenzenesulfonylamide(CFBSA)as a chlorinating reagent,oxidant,and novel promoting reagent was achieved.The decomposition of byproduct N-fluoroben-zenesulfonylamine in the presence of Pd(OAc)2 could accelerate the process of chlorination.Preliminary mechanism investigation showed that Pd catalyzed anilide directed C-H activation lead to the ortho chlorination selectivity.A series of ortho-chlorinated anilides were obtained in 28%~82%yields.

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