Cu(0)/Selectfluor体系催化的邻芳基磺酰亚胺的串联环化/芳构化反应：一种简便合成6H-菲啶的方法（英文）  

Copper(0)/Selectfluor System-Catalyzed Tandem Annulation/Aromatization of o-Aryl Benzenesulfonylimides: A Facile Synthesis of 6H-Phenanthridines

作　　者：郑立孟 施冬冬[1] 鲍汉扬 刘运奎[1] Zheng Limeng;Shi Dongdong;Bao Hanyang;Liu Yunkui(State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology,College of Chemical Engineering,Zhejiang University of Technology,Hangzhou 310014)

机构地区：[1]浙江工业大学化学工程学院绿色化学与技术国家重点实验室培育基地

出　　处：《有机化学》2019年第10期2821-2828,共8页Chinese Journal of Organic Chemistry

基　　金：Project supported by the National Natural Science Foundation of China(Nos.21772176,21372201);the Opening Foundation of Zhejiang Key Course of Chemical Engineering and Technology,Zhejiang University of Technology~~

摘　　要：发展了Cu(0)/Selectfluor体系催化的邻芳基磺酰亚胺的串联环化/芳构化反应,于温和的反应条件下以中等到良好的产率简便、高效地构建了一系列6H-菲啶类化合物.机理研究表明,反应的关键步骤经历了由Cu(0)/Selectfluor体系现场原位产生XCuOH(X=F,BF4)物种,进而诱导对C=N键的羟铜化反应和分子内C—H键胺化反应,从而合成了6H-菲啶类化合物.A facile and efficient method for the synthesis of 6H-phenanthridines has been successfully developed involving a copper(0)/Selectfluor system-catalyzed tandem annulation/aromatization of o-aryl benzenesulfonylimides.A variety of substituted 6H-phenanthridines were synthesized in moderate to good yields under mild reaction conditions.Mechanistic experiments revealed that the reaction might involve an oxycupration of C=N bond followed by an intramolecular C—H bond amination as the key steps triggered by an in situ generated copper species XCuOH(X=F or BF4)from the Cu(0)/Selectfluor system.

关 键 词：铜催化 SELECTFLUOR 6H-菲啶 环化反应 C—H键胺化 

分 类 号：O62[理学—有机化学]