Cu-nanoparticle catalyzed O-arylation of phenols with aryl halides via Ullmann coupling

被引：119

作者：

Kidwai, Mazaahir ^{[1
]}

Mishra, Neeraj Kumar ^{[1
]}

Bansal, Vikas ^{[1
]}

Kumar, Ajeet ^{[2
]}

Mozumdar, Subho ^{[2
]}

机构：

[1] Univ Delhi, Dept Chem, Green Chem Res Lab, Delhi 110007, India

[2] Univ Delhi, Dept Chem, Lab Nanobiotechnol, Delhi 110007, India

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 50期

关键词：

Cu-nanoparticles; phenols; aryl halides; diaryl ethers; recyclability;

D O I：

10.1016/j.tetlet.2007.10.050

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Recyclable Cu-nanoparticles provide an efficient, economic, and novel method for the synthesis of diaryl ethers via Ullmann type coupling. This method provides a wide range of substrate applicability and avoids the use of a heavy metal co-catalyst and gives diaryl ethers in satisfactory yields. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：8883 / 8887

页数：5

共 63 条

[1] Novel electron-rich bulky phosphine ligands facilitate the palladium-catalyzed preparation of diaryl ethers [J].

Aranyos, A ;

Old, DW ;

Kiyomori, A ;

Wolfe, JP ;

Sadighi, JP ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (18) :4369-4378

[2] TOTAL SYNTHESIS OF BOUVARDIN, O-METHYLBOUVARDIN, AND O-METHYL-N-9-DESMETHYLBOUVARDIN [J].

BOGER, DL ;

PATANE, MA ;

ZHOU, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (19) :8544-8556

[3] MONODISPERSED COLLOIDAL METAL PARTICLES FROM NONAQUEOUS SOLUTIONS - CATALYTIC BEHAVIOR IN HYDROGENOLYSIS AND ISOMERIZATION OF HYDROCARBONS OF SUPPORTED PLATINUM PARTICLES [J].

BOUTONNET, M ;

KIZLING, J ;

TOUROUDE, R ;

MAIRE, G ;

STENIUS, P .

CATALYSIS LETTERS, 1991, 9 (5-6) :347-354

[4] THE PREPARATION OF MONODISPERSE COLLOIDAL METAL PARTICLES FROM MICRO-EMULSIONS [J].

BOUTONNET, M ;

KIZLING, J ;

STENIUS, P .

COLLOIDS AND SURFACES, 1982, 5 (03) :209-225

[5] New N- and O-arylations with phenylboronic acids and cupric acetate [J].

Chan, DMT ;

Monaco, KL ;

Wang, RP ;

Winters, MP .

TETRAHEDRON LETTERS, 1998, 39 (19) :2933-2936

[6] Synthesis of new diols derived from dianhydrohexitols ethers under microwave-assisted phase transfer catalysis [J].

Chatti, S ;

Bortolussi, M ;

Loupy, A .

TETRAHEDRON, 2000, 56 (32) :5877-5883

[7] Cation and leaving group effects in isosorbide alkylation under microwave in phase transfer catalysis [J].

Chatti, S ;

Bortolussi, M ;

Loupy, A .

TETRAHEDRON, 2001, 57 (20) :4365-4370

[8] Copper(I) chloride catalyzed synthesis of diaryl ethers in ionic liquids under mild conditions [J].

Chauhan, SMS ;

Jain, N ;

Kumar, A ;

Srinivas, KA .

SYNTHETIC COMMUNICATIONS, 2003, 33 (20) :3607-3614

[9] Solid supported aryl/heteroaryl C-N cross-coupling reactions. [J].

Combs, AP ;

Saubern, S ;

Rafalski, M ;

Lam, PYS .

TETRAHEDRON LETTERS, 1999, 40 (09) :1623-1626

[10] Intramolecular O-arylation of phenols with phenylboronic acids: Application to the synthesis of macrocyclic metalloproteinase inhibitors [J].

Decicco, CP ;

Song, Y ;

Evans, DA .

ORGANIC LETTERS, 2001, 3 (07) :1029-1032

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