Ruthenium-catalyzed 1,2,3-triazole directed intermolecular C-H amidation of arenes with sulfonyl azides

被引：26

作者：

Wang, Xiaoyu

Zhang, Chen

Li, Jue

Jiang, Chong

Su, Fu

Zhan, Zhen

Hai, Li

Chen, Zhonghua ^{[1
]}

Wu, Yong ^{[1
]}

机构：

[1] Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting, Educ Minist, Chengdu 610041, Peoples R China

来源：

RSC ADVANCES | 2016年 / 6卷 / 73期

基金：

中国国家自然科学基金;

关键词：

ROOM-TEMPERATURE; BOND ACTIVATION; 2-SUBSTITUTED 1,2,3-TRIAZOLES; PROTECTED ARYLAMINES; RECEPTOR ANTAGONIST; COUPLING REACTIONS; DIRECT ARYLATIONS; AROMATIC KETONES; CUPRIC ACETATE; ORGANIC AZIDES;

D O I：

10.1039/c6ra14020c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthesis of 2-(2H-1,2,3-triazole-2-yl) aniline derivatives from 2-aryl-1,2,3-triazoles and sulfonylazides through ruthenium-catalyzed intermolecular C-H amidation is achieved. This reaction provides an environmentally benign protocol for C-N bond formation, producing N-2 gas as the sole byproduct. Yet a number of functionalities are well tolerated, obtaining the desired products in moderate to excellent yields.

引用

页码：68929 / 68933

页数：5

共 50 条

[1] Ruthenium-Catalyzed Alkenylation of Arenes with Alkynes or Alkenes by 1,2,3-Triazole-Directed C-H Activation
Li, Xing Guang
Liu, Kai
Zou, Gang
Liu, Pei Nian
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (35) : 7878 - 7888
[2] Palladium-Catalyzed C-H Acylation of Arenes Directed by 1,2,3-Triazole
Jiang, Yubo
Ma, Xinyuan
Zhao, Fen
Han, Chunmei
SYNLETT, 2017, 28 (06) : 713 - 718
[3] Sulfoximine Directed Intermolecular o-C-H Amidation of Arenes with Sulfonyl Azides
Yadav, M. Ramu
Rit, Raja K.
Sahoo, Akhila K.
ORGANIC LETTERS, 2013, 15 (07) : 1638 - 1641
[4] Palladium-catalyzed intermolecular C-H amidation of indoles with sulfonyl azides
Ziwei Hu
Shuang Luo
Qiang Zhu
Science China Chemistry, 2015, 58 : 1349 - 1353
[5] Palladium-catalyzed intermolecular C-H amidation of indoles with sulfonyl azides
Hu, Ziwei
Luo, Shuang
Zhu, Qiang
SCIENCE CHINA-CHEMISTRY, 2015, 58 (08) : 1349 - 1353
[6] Ruthenium-Catalyzed Direct C-H Amidation of Arenes: A Mechanistic Study
Zhang, Lu-Lu
Li, Lian-Hua
Wang, Yu-Qi
Yang, Yan-Fang
Liu, Xue-Yuan
Liang, Yong-Min
ORGANOMETALLICS, 2014, 33 (08) : 1905 - 1908
[7] Rhodium-Catalyzed Intermolecular Amidation of Arenes with Sulfonyl Azides via Chelation-Assisted C-H Bond Activation
Kim, Ji Young
Park, Sae Hume
Ryu, Jaeyune
Hwan, Seung Cho
Kim, Seok Hwan
Chang, Sukbok
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (22) : 9110 - 9113
[8] Ruthenium-Catalyzed C-H Amidation and Alkenylation of Cyclic N-Sulfonyl Ketimines
Manoharan, Ramasamy
Jeganmohan, Masilamani
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (23) : 4013 - 4019
[9] Ruthenium- Catalyzed C7 Amidation of Indoline C-H Bonds with Sulfonyl Azides
Pan, Changduo
Abdukader, Ablimit
Han, Jie
Cheng, Yixiang
Zhu, Chengjian
CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (13) : 3606 - 3609
[10] Iridium(III)-Catalyzed Direct C-H Sulfonamidation of 2-Aryl-1,2,3-triazole N-Oxides with Sulfonyl Azides
Zhu, Bingfeng
Cui, Xiuling
Pi, Chao
Chen, Dong
Wu, Yangjie
ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (02) : 326 - 332

← 1 2 3 4 5 →