Rhodium(III)-Catalyzed Oxidative Annulation of 7-Azaindoles and Alkynes via Double C-H Activation

被引：101

作者：

Li, Shuai-Shuai ^{[1
,2
,3
]}

Wang, Cheng-Qi ^{[3
]}

Lin, Hui ^{[3
]}

Zhang, Xiao-Mei ^{[1
]}

Dong, Lin ^{[3
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chiraltechnol Sichuan Pr, Chengdu 610041, Peoples R China

[2] Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China

[3] Sichuan Univ, West China Sch Pharm, Educ Minist, Key Lab Drug Targeting & Drug Delivery Syst, Chengdu 610041, Peoples R China

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 12期

关键词：

ARYLATION; FUNCTIONALIZATION; HYDROARYLATION;

D O I：

10.1021/acs.orglett.5b01228

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rhodium(III)-catalyzed double C-H activation involving N-directed ortho C-H activation and subsequent roll-over C-H activation of the heterocycle ring has been developed to form complex 7-azaindole derivatives in moderate to excellent yields. A broad scope of 7-azaindoles and internal alkynes has been demonstrated in this oxidative annulation reaction.

引用

页码：3018 / 3021

页数：4

共 50 条

[1] Rhodium-Catalyzed Tandem Annulation Reactions of 7-Azaindoles with Electron-Deficient Olefins via Double C-H Activation
Li, Shuai-Shuai
Lin, Hui
Liu, Chen-Fei
Xia, Ying-Qi
Zhang, Xiao-Mei
Dong, Lin
ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (10) : 1595 - 1601
[2] Naphthol synthesis: annulation of nitrones with alkynes via rhodium(III)-catalyzed C-H activation
Wang, Qiang
Xu, Youwei
Yang, Xifa
Li, Yunyun
Li, Xingwei
CHEMICAL COMMUNICATIONS, 2017, 53 (69) : 9640 - 9643
[3] Rhodium-Catalyzed Regioselective C-H Chlorination of 7-Azaindoles Using 1,2-Dichloroethane
Qian, Guangyin
Hong, Xiaohu
Liu, Bingxin
Mao, Hong
Xu, Bin
ORGANIC LETTERS, 2014, 16 (20) : 5294 - 5297
[4] Rhodium(III)-catalyzed oxidative annulation of N-arylbenzamidines with maleimides via dual C-H activation
Sankaram, G. Siva
Sahoo, Tanmoy
Sridhar, B.
Reddy, B. V. Subba
ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (08) : 1719 - 1724
[5] Mild Rhodium(III)-Catalyzed C-H Activation and Intermolecular Annulation with Allenes
Wang, Honggen
Glorius, Frank
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (29) : 7318 - 7322
[6] Rhodium(III)-catalyzed C-H activation and intermolecular annulation with terminal alkynes: from indoles to carbazoles
Jia, Jinlong
Shi, Jingjing
Zhou, Jie
Liu, Xuelei
Song, Yanling
Xu, H. Eric
Yi, Wei
CHEMICAL COMMUNICATIONS, 2015, 51 (14) : 2925 - 2928
[7] Rhodium-catalyzed selective oxidative coupling of 7-azaindoles
Li, Shuai-Shuai
Wang, Cheng-Qi
Li, Wei-Huan
Zhang, Xiao-Mei
Dong, Lin
TETRAHEDRON, 2016, 72 (20) : 2581 - 2586
[8] Rhodium(III)-Catalyzed Oxidative Annulation of 2,2′-Bipyridine N-Oxides with Alkynes via Dual C-H Bond Activation
Xu, Xin
Zhao, Haoqiang
Xu, Jianbin
Chen, Changjun
Pan, Yixiao
Luo, Zhenli
Zhang, Zongyao
Li, Huanrong
Xu, Lijin
ORGANIC LETTERS, 2018, 20 (13) : 3843 - 3847
[9] Access to Indenones by Rhodium(III)-Catalyzed C-H Annulation of Arylnitrones with Internal Alkynes
Qi, Zisong
Wang, Mei
Li, Xingwei
ORGANIC LETTERS, 2013, 15 (21) : 5440 - 5443
[10] Rhodium(III)-Catalyzed Direct Selective C(5)-H Oxidative Annulations of 2-Substituted Imidazoles and Alkynes by Double C-H Activation
Huang, Ji-Rong
Zhang, Qian-Ru
Qu, Chuan-Hua
Sun, Xun-Hao
Dong, Lin
Chen, Ying-Chun
ORGANIC LETTERS, 2013, 15 (08) : 1878 - 1881

← 1 2 3 4 5 →