Cu-CatalyzedAryl C H Halogenation Using N-Halosuccinimides via Assistance of Benzoic Acid  

作　　者：DU Zhijun GAO Lianxun LIN Yingjie 

机构地区：[1]Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P. R. China [2]University of Chinese Academy of Sciences, Beijing 100864, P. R. China [3]College of Chemistry, Jilin University, Changchun 130012, P. R. China

出　　处：《Chemical Research in Chinese Universities》2015年第2期167-170,共4页高等学校化学研究（英文版）

摘　　要：Aryl halides are a kind of extremely valuable compounds used in transition-metal-catalyzed coupling reactions, as well as important structure motifs in many natural products and manufactured drugs. The classical approach for preparation of haloarenes is electrophilic aromatic substitution（EAS） using various halogenating reagents or oxidative halogenations with halogenating reagent generated in situ from halides and oxidants, such as peroxide, oxygen and meta-cholorperoxybenzoic acid（mCPBA）. However, harsh reaction conditions are required for halogenation of less active aromatics, orthoMetalation followed by halogen quenching is another approach for halogenation of aromatics. However, there are obvious drawbacks for these methods, such as low regioselectivity, harsh conditions and even dangerous procedures. Therefore, the development of an alternative and practical way remains challenge in organic synthesis.Aryl halides are a kind of extremely valuable compounds used in transition-metal-catalyzed coupling reactions, as well as important structure motifs in many natural products and manufactured drugs. The classical approach for preparation of haloarenes is electrophilic aromatic substitution（EAS） using various halogenating reagents or oxidative halogenations with halogenating reagent generated in situ from halides and oxidants, such as peroxide, oxygen and meta-cholorperoxybenzoic acid（mCPBA）. However, harsh reaction conditions are required for halogenation of less active aromatics, orthoMetalation followed by halogen quenching is another approach for halogenation of aromatics. However, there are obvious drawbacks for these methods, such as low regioselectivity, harsh conditions and even dangerous procedures. Therefore, the development of an alternative and practical way remains challenge in organic synthesis.

关 键 词：Arylpyridine Phenylpyrimidine Cu-Catalyzed halogenation Carboxylic acid Non-coordinating anion 

分 类 号：TQ245.12[化学工程—有机化工] O643.36[理学—物理化学]