铁催化分子内sp^2-C—H键的胺化/芳构化反应合成6-芳基菲啶  

Synthesis of 6-Aryl Phenanthridines via Iron-Catalyzed sp^2-C—H Bond Amination/Aromatization Reaction

作　　者：施冬冬[1] 鲍汉扬 徐峥[1] 刘运奎[1] 

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,杭州310014

出　　处：《有机化学》2017年第5期1290-1294,共5页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21172197和21372201);浙江工业大学"省重中之重一级学科"开放基金;浙江省新苗人才计划(No.2016R403057)资助项目~~

摘　　要：以FeCl_2为催化剂,1-氯甲基-4-氟-1,4-重氮化二环[2.2.2]辛烷双(四氟硼酸)盐(Selectfluor)为氧化剂,实现了N-[1-芳基-1-(2'-联苯基)]甲基苯磺酰胺类化合物的分子内sp^2-C—H键胺化/芳构化反应,一步高效、高选择性地合成了6-芳基菲啶类化合物.通过研究溶剂、温度、催化剂、氧化剂及其用量等因素对反应的影响,获得了最优的反应条件.该反应具有操作简便、原料易得、催化剂价廉低毒和底物适用范围广等优势.With FeC12 as a catalyst and Selectfluor as an oxidant, an efficient and highly selective synthesis of 6-aryl phenan- thridines in one-pot manner has been achieved via an intramolecular sp2-C--H bond amination/aromatization of N-（biphenyl- 2-yl（aryl）methyl）benzenesulfonamide derivatives. The optimized reaction conditions were established through systematic in- vestigations of solvents, temperature, catalysts, oxidants and their dosages in the reaction. The present reaction has advantages of simple operation, easy availability of starting materials, the use of inexpensive and low-toxic iron catalyst, and good com- patibility of substrates.

关 键 词：铁催化 C—H键活化 胺化 菲啶 

分 类 号：O626[理学—有机化学]