Arene C-H Iodination Using Aryl Iodides  

作　　者：Shangda Li Chunhui Zhang Lei Fu Hang Wang Lei Cai Xiaoxi Chen Xinchao Wang Gang Li 

机构地区：[1]Key Laboratory of Coal to Ethylene Glycol and Its Related Technology,Center for Excellence in Molecular Synthesis,Fujian Institute of Research on the Structure of Matter,Chinese Academy of Sciences,Fuzhou,Fujian 350002 [2]Frontiers Science Center for Transformative Molecules,Shanghai Jiao Tong University,Shanghai 200240

出　　处：《CCS Chemistry》2022年第6期1889-1900,共12页中国化学会会刊（英文）

基　　金：NSFC(grant nos.22022111 and 22071248);the Natural Science Foundation of Fujian Province(grant nos.2020J02008 and 2020J01108);the Youth Innovation Promotion Association of the Chinese Academy of Sciences(grant no.2020306);the Strategic Priority Research Program of the Chinese Academy of Sciences(grant no.XDB20000000).

摘　　要：Metathesis reactions represent powerful synthetic tools that have been used in a number of fields from the synthesis of natural product to functional material preparation.However,the C-H metathesis reaction is extremely rare.Herein,we report the first Pd(Ⅱ)-catalyzed C-H iodination of arenes using 2-nitrophenyl iodides as the mild iodinating reagents via a formal metathesis reaction.Unusual C-I bond formation occurred with aryl iodides in preference to competing C-C coupling in this reaction.Assisted by aliphatic carboxyl directing groups,a range of hydrocinnamic acids and related arenes could be selectively iodinated at either meta-or orthopositions of the phenyl ring.Remote diastereoselective C-H activation was also promising.This method might unfold a novel approach to iodinate challenging substrates.

关 键 词：formal metathesis C-H iodination aryl iodide site-selective carboxyl directing group 

分 类 号：O62[理学—有机化学]