Transition-metal-catalyzed remote meta-C-H alkylation and alkynylation of aryl sulfonic acids enabled by an indolyl template  

作　　者：Pengfei Zhang Qingxue Ma Zhiwei Jiang Xiaohua Xu Zhong Jin 

机构地区：[1]College of Chemistry,State Key Laboratory of Elemento-organic Chemistry,Nankai University,Tianjin 300071,China [2]Key Laboratory of Xinjiang Native Medicinal and Edible Plant Resource Chemistry,College of Chemistry and Environmental Sciences,Kashi University,Kashgar 844007,China

出　　处：《Chinese Chemical Letters》2024年第8期254-259,共6页中国化学快报（英文版）

基　　金：Financial support from the National Natural Science Foundation of China(No.22171145 to Z.Jin,32072440 to X.Xu)is gratefully acknowledged.

摘　　要：Transition-metal-catalyzed remote sp^(2)C-H functionalization of aryl sulfonic acids was hardly ever real-ized owing to competitive ortho-C-H functionalization of aryl sulfonates and electron-deficient nature of phenyl ring.Herein,with the assistance of a practical biaryl indolyl directing template,palladium-catalyzed remote sp^(2)C-H alkylation of aryl sulfonic acids have been achieved in moderate to good yields with exclusive meta selectivity.Moreover,remote meta-selective C-H alkynylation of aryl sulfonic acids was also accomplished with a rhodium catalyst.These meta-C-H functionalized products proved to be the superior synthetic precursors,which are difficult to access using the conventional strategy.

关 键 词：C-H functionalization Aryl sulfonic acid SITE-SELECTIVITY Transition-metal catalysis ALKYLATION ALKYNYLATION 

分 类 号：O621.251[理学—有机化学]