Impregnated copper on magnetite: an efficient and green catalyst for the multicomponent preparation of propargylamines under solvent free conditions

被引:183
作者
Aliaga, Maria J.
Ramon, Diego J. [1 ]
Yus, Miguel
机构
[1] Univ Alicante, Fac Ciencias, ISO, E-03080 Alicante, Spain
关键词
C-H ACTIVATION; 3-COMPONENT COUPLING REACTION; ALDEHYDE-ALKYNE-AMINE; ONE-POT SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; REUSABLE CATALYST; COMPLEX; ACID; GOLD; CONDENSATION;
D O I
10.1039/b917923b
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
Impregnated copper on magnetite is a versatile, inexpensive and simple catalyst for the selective multicomponent reaction of terminal alkynes, aldehydes and secondary amines to give the corresponding propargylamines with excellent yields. The catalyst can be easily recovered and reused by using a simple magnet. The process could be repeated up to ten times without losing its activity.
引用
收藏
页码:43 / 46
页数:4
相关论文
共 73 条
[1]
Enantioselective one-pot three-component synthesis of propargylamines [J].
Bisai, Alakesh ;
Singh, Vinod K. .
ORGANIC LETTERS, 2006, 8 (11) :2405-2408
[2]
Comprehensive review of rasagiline, a second-generation monoamine oxidase inhibitor, for the treatment of Parkinson's disease [J].
Chen, Jack J. ;
Swope, David M. ;
Dashtipour, Khashayar .
CLINICAL THERAPEUTICS, 2007, 29 (09) :1825-1849
[3]
Iron-catalyzed three-component coupling of aldehyde, alkyne, and amine under neat conditions in air [J].
Chen, Wen-Wen ;
Nguyen, Rene V. ;
Li, Chao-Jun .
TETRAHEDRON LETTERS, 2009, 50 (24) :2895-2898
[4]
Hydroxyapatite supported copper catalyst for effective three-component coupling [J].
Choudary, BM ;
Sridhar, C ;
Kantam, ML ;
Sreedhar, B .
TETRAHEDRON LETTERS, 2004, 45 (39) :7319-7321
[5]
Asymmetric multicomponent copper catalyzed synthesis of chiral propargylamines [J].
Colombo, Federica ;
Benaglia, Maurizio ;
Orlandi, Simonetta ;
Usuelli, Fabio .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 260 (1-2) :128-134
[6]
Multi-component syntheses of heterocycles by transition-metal catalysis [J].
D'Souza, Daniel M. ;
Mueller, Thomas J. J. .
CHEMICAL SOCIETY REVIEWS, 2007, 36 (07) :1095-1108
[7]
Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].
Dömling, A .
CHEMICAL REVIEWS, 2006, 106 (01) :17-89
[8]
Toward green nano: E-factor analysis of several nanomaterial syntheses [J].
Eckelman, Matthew J. ;
Zimmerman, Julie B. ;
Anastas, Paul T. .
JOURNAL OF INDUSTRIAL ECOLOGY, 2008, 12 (03) :316-328
[9]
Enantioselective, copper(I)-catalyzed three-component reaction for the preparation of propargylamines [J].
Gommermann, N ;
Koradin, X ;
Polborn, K ;
Knochel, P .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (46) :5763-5766
[10]
Practical highly enantioselective synthesis of propargylamines through a copper-catalyzed one-pot three-component condensation reaction [J].
Gommermann, Nina ;
Knochel, Paul .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (16) :4380-4392