CuI-nanoparticles-catalyzed one-pot synthesis of benzo[b]furans via three-component coupling of aldehydes, amines and alkyne

被引：30

作者：

Safaei-Ghomi, Javad ^{[1
]}

Ghasemzadeh, Mohammad Ali ^{[1
]}

Kakavand-Qalenoei, Ahmad ^{[1
]}

机构：

[1] Univ Kashan, Dept Organ Chem, Fac Chem, POB 87317-51167, Kashan, Iran

来源：

JOURNAL OF SAUDI CHEMICAL SOCIETY | 2016年 / 20卷 / 05期

基金：

美国国家科学基金会;

关键词：

CuI nanoparticles; Heterogeneous catalyst; Benzofuran; Multi-component reactions; One-pot; NANOCRYSTALLINE COPPER; EFFICIENT SYNTHESIS; DERIVATIVES; BENZOFURANS; IMINES;

D O I：

10.1016/j.jscs.2012.07.010

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel application of copper iodide nanoparticles as an efficient catalyst has been developed for the synthesis of 2,3-disubstituted benzo[b] furan derivatives via three-component coupling of aldehydes, secondary amines and alkyne. The method presented is green, effective, inexpensive and satisfactory to give the products in high yields and short reaction times by the use of novel nanoscale materials. (C) 2012 Published by Elsevier B.V. on behalf of King Saud University.

引用

页码：502 / 509

页数：8

共 40 条

[1]

[Anonymous], ULMANNS ENCY IND CHE

[2] Palladium nanoparticles as efficient green homogeneous and heterogeneous carbon-carbon coupling precatalysts: A unifying view [J].

Astruc, Didier .

INORGANIC CHEMISTRY, 2007, 46 (06) :1884-1894

[3] Synthesis and antitumor activity of new benzoheterocyclic derivatives of distamycin A [J].

Baraldi, PG ;

Romagnoli, R ;

Beria, I ;

Cozzi, P ;

Geroni, C ;

Mongelli, N ;

Bianchi, N ;

Mischiati, C ;

Gambari, R .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (14) :2675-2684

[4]

Beck K.D., 1995, J MED CHEM, V39, P665

[5] Synthesis and antifungal activities of some aryl (3-methyl-benzofuran-2-yl) ketoximes [J].

Benkli, K ;

Gündogdu-Karaburun, N ;

Karaburun, AÇ ;

Uçucu, Ü ;

Demirayak, S ;

Kiraz, N .

ARCHIVES OF PHARMACAL RESEARCH, 2003, 26 (03) :202-206

[6] Copper-catalyzed coupling of imines, acid chlorides, and alkynes: A multicomponent route to propargylamides [J].

Black, DA ;

Arndtsen, BA .

ORGANIC LETTERS, 2004, 6 (07) :1107-1110

[7] OXYGEN HETEROCYCLES .8. AROYLBENZOFURANS, AROYLDIBENZOFURANS, AND AROYLCOUMARINS OF POTENTIAL BIOLOGICAL INTEREST [J].

BUUHOI, NP ;

SAINTRUF, G ;

LOC, TB ;

XUONG, ND .

JOURNAL OF THE CHEMICAL SOCIETY, 1957, (JUN) :2593-2596

[8] Practical synthesis of amides from in situ generated copper(I) acetylides and sulfonyl azides [J].

Cassidy, Michael P. ;

Raushel, Jessica ;

Fokin, Valery V. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (19) :3154-3157

[9]

Cheeseman G.W. H., 1984, Comprehensive Heterocyclic Chemistry, V4, P89

[10] Chemistry of aminophenols.: Part 3:: First synthesis of nitrobenzo[b]furans via a coupling-cyclization approach [J].

Dai, WM ;

Lai, KW .

TETRAHEDRON LETTERS, 2002, 43 (51) :9377-9380

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