Cu(OAc)2•H2O-catalyzed N-arylation of nitrogen-containing heterocycles

被引：78

作者：

Xu, Zhong-Lin ^{[1
]}

Li, Hong-Xi ^{[1
]}

Ren, Zhi-Gang ^{[1
]}

Du, Wei-Yuan ^{[1
]}

Xu, Wei-Chang ^{[1
]}

Lang, Jian-Ping ^{[1
,2
]}

机构：

[1] Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 210032, Peoples R China

来源：

TETRAHEDRON | 2011年 / 67卷 / 29期

关键词：

Arylation; Cross-coupling; Copper; Nitrogen-containing heterocycle; Catalysis; COPPER-CATALYZED AMINATION; CROSS-COUPLING REACTIONS; ARYL HALIDES; C-N; HETEROARYL HALIDES; BOND FORMATION; INTRAMOLECULAR AMINATION; AMINO-ACIDS; EFFICIENT; LIGAND;

D O I：

10.1016/j.tet.2011.05.025

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the absence of any additional ligands, the efficient N-arylation of nitrogen-containing heterocycles with aryl iodides catalyzed by relative low catalyst amount of Cu(OAc)(2)center dot H2O was developed. This simple catalytic system is involved in the C-N cross-coupling reaction and works for a variety of pyrazole, pyrrole, imidazole, triazole, indole, benzoimidazole, benzotriazole, carbazole, and anilines as well as aryl iodides with different electronic properties. Highly efficient copper(II)-catalyzed N-arylation protocol was established. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：5282 / 5288

页数：7

共 50 条

[1] Cu(OAc)2$•H2O-catalyzed N-arylation of nitrogen-containing heterocycles (vol 67, pg 5282, 2011)
Xu, Zhong-Lin
Li, Hong-Xi
Ren, Zhi-Gang
Du, Wei-Yuan
Xu, Wei-Chang
Lang, Jian-Ping
[J]. TETRAHEDRON, 2016, 72 (52) : 8637 - 8637
[2] Cu2O:: a simple and efficient reusable catalyst for N-arylation of nitrogen-containing heterocycles with aryl halides
Huang, Yi-Zheng
Miao, Hong
Zhang, Qiao-Hong
Chen, Chen
Xu, Jie
[J]. CATALYSIS LETTERS, 2008, 122 (3-4) : 344 - 348
[3] Cu2O: a Simple and Efficient Reusable Catalyst for N-arylation of Nitrogen-containing Heterocycles with Aryl Halides
Yi-Zheng Huang
Hong Miao
Qiao-Hong Zhang
Chen Chen
Jie Xu
[J]. Catalysis Letters, 2008, 122 : 344 - 348
[4] Natural alkaloids for copper-catalyzed N-arylation of amines and nitrogen-containing heterocycles
Mao, Jincheng
Hua, Qiongqiong
Guo, Jun
Shi, Daqing
[J]. CATALYSIS COMMUNICATIONS, 2008, 10 (03) : 341 - 346
[5] L-(-)-Quebrachitol as a Ligand for Selective Copper(0)-Catalyzed N-Arylation of Nitrogen-Containing Heterocycles
Zhou, Qifan
Du, Fangyu
Chen, Yuanguang
Fu, Yang
Sun, Wenjiao
Wu, Ying
Chen, Guoliang
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (12): : 8160 - 8167
[6] β-ketoimine as an efficient ligand for copper-catalyzed N-arylation of nitrogen-containing heterocycles with aryl halides
Xue, Fei
Cai, Chengyi
Sun, Hongmei
Shen, Qi
Rui, Jiao
[J]. TETRAHEDRON LETTERS, 2008, 49 (28) : 4386 - 4389
[7] Simple copper salt-catalyzed N-arylation of nitrogen-containing heterocycles with aryl and heteroaryl halides
Zhu, Liangbo
Guo, Peng
Li, Gaocan
Lan, Jingbo
Xie, Rugang
You, Jingsong
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (22): : 8535 - 8538
[8] Highly efficient copper-catalyzed N-arylation of nitrogen-containing heterocycles with aryl and heteroaryl halides
Zhu, Liangbo
Cheng, Liang
Zhang, Yuxi
Xie, Rugang
You, Jingsong
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (08): : 2737 - 2743
[9] Highly Efficient and Reusable Copper-Catalyzed N-Arylation of Nitrogen-Containing Heterocycles with Aryl Halides
Kim, A. Young
Lee, Hyun Ju
Park, Ji Chan
Kang, Hyunju
Yang, Haesik
Song, Hyunjoon
Park, Kang Hyun
[J]. MOLECULES, 2009, 14 (12) : 5169 - 5178
[10] An inexpensive and efficient copper catalyst for N-arylation of amines, Amides and nitrogen-containing heterocycles
Guo, Xun
Rao, Honghua
Fu, Hua
Jiang, Yuyang
Zhao, Yufen
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (15) : 2197 - 2202

← 1 2 3 4 5 →