Metal-Free Synthesis of Benzo[a]phenanthridines from Aromatic Aldehydes,Cyclohexanones,and Aromatic Amines  

作　　者：Pingyu Jiang Zhifei Shan Shanping Chen Quanyuan Wang Shuxin Jiang Haolin Zheng Guo-Jun Deng 

机构地区：[1]Key Laboratory for Green Organic Synthesis and Application of Hunan Province,Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education,College of Chemistry,Xiongtan University,Xiangtan,Hunon 411105,China [2]Guangdong Provincial Key Laboratory of Luminescence from Molecular Aggregates(South China University of Technology),Guangzhou,Guangdong 510640,China

出　　处：《Chinese Journal of Chemistry》2022年第3期365-370,共6页中国化学（英文版）

基　　金：the National Natural Science Foundation of China(Nos.21871226 and 21572194);the Hunan Provincial Natural Science Foundation of China(2020JJ5531);the Open Fund of Guangdong Provincial Key Laboratory of Luminescence from Molecular Aggregates,Guangzhou 510640,China(South China University of Technology)(No.2019B030301003);the Undergraduate Investigated Study and Innovated Experiment Plan from Ministry of Education of China and Hunan Province is gratefully acknowledged.

摘　　要：A three-component synthesis of benzo[a]phenanthridines from aromatic aldehydes,cyclohexanones,and aromatic amines has been developed,which is mediated by KI/DMSO/camphorsulfonic acid to afford a variety of functionalized benzo[a]phenanthridines in satisfactory yields.The present strategy provides a biaryl motif ortho to the nitrogen atom which has the potential to be used as ligand by further modification.With the advantages of readily available starting materials,transition-metal-free conditions,gram-scale synthesis,and broad substrate scope,this three-component protocol provides an efficient approach for the preparation of diverse benzo[a]phenanthridines.

关 键 词：Nitrogen heterocycles Multicomponent reactions DEHYDROAROMATIZATION CYCLIZATION METAL-FREE 

分 类 号：O62[理学—有机化学]