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A general rhodium-catalyzed regioselective C-H functionalization: accessing heteroarylated and alkenylated arenes

文献类型：期刊论文

作者Cao, Tian4,5; Wang, Yan4,5; Zhan, Shiping3,4; Ding, Wenqian2,4; Wu, Xiaowei1,2,3,4,5
刊名ORGANIC CHEMISTRY FRONTIERS
出版日期2025-07-08
页码7
ISSN号2052-4129
DOI10.1039/d5qo00647c
通讯作者Wu, Xiaowei(wuxiaowei@simm.ac.cn)
英文摘要Herein, an efficient and general rhodium-catalyzed C-H heteroarylation and alkenylation of pyridotriazoles and ortho-aryl heterocycles with iodonium ylides is reported. This strategy enables the synthesis of a wide array of heteroarylated and alkenylated heterocycles and arenes under mild reaction conditions. The triazole moiety in pyridotriazoles serves exclusively as an intrinsic directing group, showcasing distinct reactivity compared to previous reports. In addition, this transformation accommodates various N-containing heterocycles and oximes as directing groups, highlighting its versatility for heterocycles and arenes functionalization. This protocol exhibits broad substrate scope, good functional group tolerance, operational simplicity, air compatibility, and scalability with low catalyst loading. Moreover, a low kinetic isotope effect value indicates C-H bond cleavage is unlikely to be the rate-determining factor.
WOS关键词DENITROGENATIVE TRANSANNULATION ; IODONIUM YLIDES ; PYRIDOTRIAZOLES ; ANNULATIONS ; ALKYNES ; REARRANGEMENT ; ACTIVATION ; CARBENES
资助项目National Natural Science Foundation of China[82404416] ; National Natural Science Foundation of China[CXTD2023009] ; Zhongshan Science and Technology Bureau
WOS研究方向Chemistry
语种英语
WOS记录号WOS:001523915900001
出版者ROYAL SOC CHEMISTRY
源URL[http://119.78.100.183/handle/2S10ELR8/321039]  
专题中国科学院上海药物研究所
通讯作者Wu, Xiaowei
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
2.Guangzhou Univ Chinese Med, Guangzhou 510006, Guangdong, Peoples R China
3.Guangzhou Med Univ, Sch Pharmaceut Sci, Guangzhou 511436, Peoples R China
4.Chinese Acad Sci, Zhongshan Inst Drug Discovery, Shanghai Inst Mat Med, Zhongshan 528400, Peoples R China
5.Guizhou Med Univ, Sch Pharmaceut Sci, State Key Lab Discovery & Utilizat Funct Component, Guiyang 550014, Peoples R China
推荐引用方式
GB/T 7714		 Cao, Tian,Wang, Yan,Zhan, Shiping,et al. A general rhodium-catalyzed regioselective C-H functionalization: accessing heteroarylated and alkenylated arenes[J]. ORGANIC CHEMISTRY FRONTIERS,2025:7.
APA Cao, Tian,Wang, Yan,Zhan, Shiping,Ding, Wenqian,&Wu, Xiaowei.(2025).A general rhodium-catalyzed regioselective C-H functionalization: accessing heteroarylated and alkenylated arenes.ORGANIC CHEMISTRY FRONTIERS,7.
MLA Cao, Tian,et al."A general rhodium-catalyzed regioselective C-H functionalization: accessing heteroarylated and alkenylated arenes".ORGANIC CHEMISTRY FRONTIERS (2025):7.

入库方式： OAI收割

来源：上海药物研究所

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