共 74 条
Rh(III)-catalyzed C8 arylation of quinoline N-oxides with arylboronic acids
被引:9
作者:

Huang, Yuanqiong
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

Lv, Xueli
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

Song, Hongjian
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

Liu, Yuxiu
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

Wang, Qingmin
论文数: 0 引用数: 0
h-index: 0
机构:
Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
机构:
[1] Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
基金:
中国国家自然科学基金;
关键词:
Rh-III-catalyzed;
C8;
arylation;
Quinoline N-oxides;
Arylboronic acids;
Regioselectivity;
H BOND ACTIVATION;
ASYMMETRIC-SYNTHESIS;
CATALYZED ARYLATION;
C-8;
POSITION;
MILD;
METAL;
ALKENYLATION;
C(SP(3))-H;
ALKENES;
ARYL;
D O I:
10.1016/j.cclet.2019.11.028
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
Herein, we report the first Rh-III-catalyzed regioselective C8 arylation of quinoline N-oxides with commercially available arylboronic acids as coupling partners. This procedure is simple, and the reaction shows perfect regioselectivity, a broad substrate scope, and isolated yields of up to 92%. We demonstrate the utility of the reaction by using it for late-stage functionalization of a fungicide. (c) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:1572 / 1575
页数:4
相关论文
共 74 条
- [61] Palladium-Catalyzed Alkenylation of Quinoline-N-oxides via C-H Activation under External-Oxidant-Free Conditions[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (39) : 13888 - +Wu, Junliang论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R ChinaCui, Xiuling论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R ChinaChen, Lianmei论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R ChinaJiang, Guojie论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R ChinaWu, Yangjie论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R China
- [62] Terminal Protection of Small-Molecule-Linked DNA for Sensitive Electrochemical Detection of Protein Binding via Selective Carbon Nanotube Assembly[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (34) : 12325 - 12332Wu, Zhan论文数: 0 引用数: 0 h-index: 0机构: Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R ChinaZhen, Zhen论文数: 0 引用数: 0 h-index: 0机构: Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R ChinaJiang, Jian-Hui论文数: 0 引用数: 0 h-index: 0机构: Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R ChinaShen, Guo-Li论文数: 0 引用数: 0 h-index: 0机构: Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R ChinaYu, Ru-Qin论文数: 0 引用数: 0 h-index: 0机构: Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China Hunan Univ, State Key Lab Chemobiosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China
- [63] Sulfonylation of Quinoline N-Oxides with Aryl Sulfonyl Chlorides via Copper-Catalyzed C-H Bonds Activation[J]. ORGANIC LETTERS, 2013, 15 (06) : 1270 - 1273Wu, Zhiyong论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R ChinaSong, Hongyu论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R ChinaCui, Xiuling论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Huaqiao Univ, Sch Biomed Sci, Engineenring Res Ctr Mol Med,Inst Mol Med, Xiamen Key Lab Ocean & Gene Drugs,Chinese Educ Mi, Xiamen 361021, Fujian, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R ChinaPi, Chao论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R ChinaDu, Weiwei论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R ChinaWu, Yangjle论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China
- [64] Palladium(II)-Catalyzed Oxidative C-H/C-H Cross-Coupling of Heteroarenes[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (06) : 1822 - +Xi, Peihua论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R ChinaYang, Fan论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R ChinaQin, Song论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R ChinaZhao, Dongbing论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R ChinaLan, Jingbo论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R ChinaGao, Ge论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R ChinaHu, Changwei论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R China Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R ChinaYou, Jingsong论文数: 0 引用数: 0 h-index: 0机构: Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R China
- [65] (NHC)Cu-Catalyzed Mild C-H Amidation of (Hetero)arenes with Deprotectable Carbamates: Scope and Mechanistic Studies[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (38) : 12605 - 12614Xie, Weilong论文数: 0 引用数: 0 h-index: 0机构: Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 305701, South Korea Korea Adv Inst Sci & Technol, Dept Chem, Daejeon 305701, South Korea Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 305701, South KoreaYoon, Jung Hee论文数: 0 引用数: 0 h-index: 0机构: Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 305701, South Korea Korea Adv Inst Sci & Technol, Dept Chem, Daejeon 305701, South Korea Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 305701, South KoreaChang, Sukbok论文数: 0 引用数: 0 h-index: 0机构: Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 305701, South Korea Korea Adv Inst Sci & Technol, Dept Chem, Daejeon 305701, South Korea Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 305701, South Korea
- [66] C-H Bond Functionalization: Emerging Synthetic Tools for Natural Products and Pharmaceuticals[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (36) : 8960 - 9009论文数: 引用数: h-index:机构:Yamaguchi, Atsushi D.论文数: 0 引用数: 0 h-index: 0机构: Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, JapanItami, Kenichiro论文数: 0 引用数: 0 h-index: 0机构: Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
- [67] Chiroptical, linear, and second-order nonlinear optical properties of binaphthol derivatives[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (42) : 8418 - 8425Yang, Guochun论文数: 0 引用数: 0 h-index: 0机构: NE Normal Univ, Dept Chem, Inst Funct Mat Chem, Changchun 130024, Jilin, Peoples R China NE Normal Univ, Dept Chem, Inst Funct Mat Chem, Changchun 130024, Jilin, Peoples R ChinaSi, Yanling论文数: 0 引用数: 0 h-index: 0机构: Jilin Agr Univ, Coll Resource & Environm Sci, Changchun 130118, Jilin, Peoples R China NE Normal Univ, Dept Chem, Inst Funct Mat Chem, Changchun 130024, Jilin, Peoples R ChinaSu, Zhongmin论文数: 0 引用数: 0 h-index: 0机构: NE Normal Univ, Dept Chem, Inst Funct Mat Chem, Changchun 130024, Jilin, Peoples R China NE Normal Univ, Dept Chem, Inst Funct Mat Chem, Changchun 130024, Jilin, Peoples R China
- [68] Palladium-catalyzed oxidative carbamoylation of isoquinoline N-oxides with formylamides by means of dual C-H oxidative coupling[J]. CHEMICAL COMMUNICATIONS, 2015, 51 (19) : 4097 - 4100Yao, Bo论文数: 0 引用数: 0 h-index: 0机构: Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R ChinaDeng, Chen-Liang论文数: 0 引用数: 0 h-index: 0机构: Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R ChinaLiu, Yan论文数: 0 引用数: 0 h-index: 0机构: Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R ChinaTang, Ri-Yuan论文数: 0 引用数: 0 h-index: 0机构: Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R ChinaZhang, Xing-Guo论文数: 0 引用数: 0 h-index: 0机构: Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R ChinaLi, Jin-Heng论文数: 0 引用数: 0 h-index: 0机构: Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China
- [69] Rh(III)-Catalyzed Selective C8-H Acylmethylation of Quinoline N-Oxides[J]. ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (21) : 4068 - 4072You, Chang论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R ChinaPi, Chao论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R ChinaWu, Yangjie论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R ChinaCui, Xiuling论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China
- [70] Rhodium-catalyzed regioselective C8-H amination of quinoline N-oxides with trifluoroacetamide at room temperature[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (25) : 4728 - 4733You, Chang论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R China Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R ChinaYuan, Tingting论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R China Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R ChinaHuang, Yanzhen论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R China Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R ChinaPi, Chao论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R China Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R ChinaWu, Yangjie论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R China Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R ChinaCui, Xiuling论文数: 0 引用数: 0 h-index: 0机构: Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R China Zhengzhou Univ, Coll Chem & Mol Engn, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R China