Chinese Journal of Organic Chemistry >
Synthesis of 6-Aryl Phenanthridines via Iron-Catalyzed sp2-C-H Bond Amination/Aromatization Reaction
Received date: 2017-01-30
Revised date: 2017-03-27
Online published: 2017-03-31
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21172197, 21372201), the Opening Foundation of Zhejiang Key Course of Chemical Engineering and Technology, Zhejiang University of Technology, and the Xin Miao Talents Program of Zhejiang Province (No. 2016R403057).
With FeCl2 as a catalyst and Selectfluor as an oxidant, an efficient and highly selective synthesis of 6-aryl phenanthridines 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 investigations 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 compatibility of substrates.
Key words： iron catalysis; C-H activation; amination; phenanthridines
Shi Dongdong , Bao Hanyang , Xu Zheng , Liu Yunkui . Synthesis of 6-Aryl Phenanthridines via Iron-Catalyzed sp2-C-H Bond Amination/Aromatization Reaction[J]. Chinese Journal of Organic Chemistry, 2017 , 37(5) : 1290 -1294 . DOI: 10.6023/cjoc201701054
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