Functional 1,8-naphthyridine copper(I) complex as efficient catalyst for n-arylation of imidazoles coupling reactions

被引：0

作者：

Gou, Gao-Zhang ^{[1
]}

Wu, Na ^{[1
]}

Zhang, Ju-Cheng ^{[1
]}

Shi, Ling ^{[1
]}

Liu, Gui-Yang ^{[1
]}

Liu, Wei ^{[1
]}

Mang, Chao-Yong ^{[2
]}

Chi, Shao-Ming ^{[3
]}

机构：

[1] Honghe Univ, Sch Sci, Mengzi 661199, Yunnan, Peoples R China

[2] Dali Univ, Coll Pharmaceut Sci & Chem, Dali 671000, Yunnan, Peoples R China

[3] Yunnan Normal Univ, Coll Chem & Chem Engn, Kunming 650092, Yunnan, Peoples R China

来源：

INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY | 2018年 / 57卷 / 02期

基金：

中国国家自然科学基金;

关键词：

Catalysts; Cross-coupling reactions; N-Arylation; Copper(I) complex; Imidazoles; SPECTROSCOPIC PROPERTIES; NITROGEN-HETEROCYCLES; ARYL BROMIDES; LIGANDS; DERIVATIVES; HALIDES;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The functional 1,8-naphthyridine copper(I) complex, synthesized through a non-catalyst C(sp(3))-H methylenation, catalyzes the cross-coupling reaction of aryl halides with imidazoles, by C-N bond formation. The Cu(I) complex catalyzes the reaction with a low catalyst loading (1%, molar fraction) and cheap base even under aerobic conditions. The procedure tolerates aryl halides with various functional groups (such as methyl, methoxy, acetyl, fluoro, nitrile and nitro groups) and gives the corresponding coupling products in moderate to high yields.

引用

页码：181 / 185

页数：5

共 50 条

[21] An efficient, reusable copper-oxide/carbon-nanotube catalyst for N-arylation of imidazole
Gopiraman, Mayakrishnan
Babu, Sundaram Ganesh
Khatri, Zeeshan
Kai, Wei
Kim, Yoong Ahm
Endo, Morinobu
Karvembu, Ramasamy
Kim, Ick Soo
CARBON, 2013, 62 : 135 - 148
[22] 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
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (15) : 2197 - 2202
[23] An efficient copper-catalyzed N-arylation of pyridazinones with a structurally well-defined copper complex
Pu, YM
Ku, YY
Grieme, T
Henry, R
Bhatia, AV
TETRAHEDRON LETTERS, 2006, 47 (02) : 149 - 153
[24] SBA-15 Immobilized Phenanthroline-Copper(I) Complex as a Recyclable Efficient Catalyst for N-Arylation of Amides and N-H Heterocycles with Aryl Halides
Hosseinzadeh, Rahman
Aghili, Nora
Tajbakhsh, Mahmood
CATALYSIS LETTERS, 2016, 146 (01) : 193 - 203
[25] Octanuclear Cu(I)-dithiophosphates: An Efficient Catalyst System for N-Arylation of Azoles, Amines, and Amides
Wu, Cheng-Chieh
Lee, Bo-Han
Liao, Ping-Kuei
Fang, Ching-Shiang
Liu, C. W.
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2012, 59 (04) : 480 - 484
[26] An efficient base-free N-arylation of imidazoles and amines with arylboronic acids using copper-exchanged fluorapatite
Kantam, M. Lakshmi
Venkanna, Gopaldasu T.
Sridhar, Chidara
Sreedhar, Bojja
Choudary, Boyapati M.
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (25): : 9522 - 9524
[27] An Efficient Recyclable Polymer Supported Copper(II) Catalyst for C-N Bond Formation by N-Arylation
Islam, Manirul
Mondal, Sanchita
Mondal, Paramita
Roy, Anupam Singha
Tuhina, Kazi
Mobarok, Manir
Paul, Sumantra
Salam, Noor
Hossain, Dildar
CATALYSIS LETTERS, 2011, 141 (08) : 1171 - 1181
[28] Pd（OAc）2 catalyzed synthesis of heteroaryl-substituted 1,8-naphthyridine derivatives via C-N-coupling reactions of chloronaphthyridines
Shou Wen Jin
Chinese Chemical Letters, 2007, (04) : 383 - 386
[29] Pd(OAc)2 catalyzed synthesis of heteroaryl-substituted 1,8-naphthyridine derivatives via C-N-coupling reactions of chloronaphthyridines
Jin, Shou Wen
Liu, Bin
Chen, Wan Zhi
CHINESE CHEMICAL LETTERS, 2007, 18 (04) : 383 - 386
[30] New diimine-copper complexes:: An efficient and simple catalyst system for buchwald N-arylation of indole
Periasamy, Mariappan
Vairaprakash, Pothiappan
Dalai, Manasi
ORGANOMETALLICS, 2008, 27 (08) : 1963 - 1966

← 1 2 3 4 5 →