Clean, reusable and low cost heterogeneous catalyst for amide synthesis

被引:96
作者
Comerford, James W. [1 ]
Clark, James H. [1 ]
Macquarrie, Duncan J. [1 ]
Breeden, Simon W. [1 ]
机构
[1] Univ York, Green Chem Ctr Excellence, York YO10 5DD, N Yorkshire, England
关键词
CARBOXYLIC-ACIDS; GREEN CHEMISTRY; BOND FORMATION; PEPTIDE; AMINES; LEWIS;
D O I
10.1039/b901581g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have developed a heterogeneous silica catalyst that can effectively catalyse amide synthesis from acid and amine, without production of toxic by-products and with the advantage of being readily available, low cost, environmentally benign and reusable.
引用
收藏
页码:2562 / 2564
页数:3
相关论文
共 21 条
[1]   Direct and waste-free amidations and cycloadditions by organocatalytic activation of carboxylic acids at room temperature [J].
Al-Zoubi, Raed M. ;
Marion, Olivier ;
Hall, Dennis G. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (15) :2876-2879
[2]   Developments in peptide and amide synthesis [J].
Albericio, F .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2004, 8 (03) :211-221
[3]   Synthesis, evaluation and application of novel bifunctional N,N-di-isopropylbenzylamineboronic acid catalysts for direct amide formation between carboxylic acids and amines [J].
Arnold, Kenny ;
Batsanov, Andrei S. ;
Davies, Bryan ;
Whiting, Andrew .
GREEN CHEMISTRY, 2008, 10 (01) :124-134
[4]   STRUCTURE AND PROPERTIES OF ACID SITES IN A MIXED-OXIDE SYSTEM .1. SYNTHESIS AND INFRARED CHARACTERIZATION [J].
BOURNE, KH ;
CANNINGS, FR ;
PITKETHL.RC .
JOURNAL OF PHYSICAL CHEMISTRY, 1970, 74 (10) :2197-&
[5]   1-HYDROXY-7-AZABENZOTRIAZOLE - AN EFFICIENT PEPTIDE COUPLING ADDITIVE [J].
CARPINO, LA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4397-4398
[6]   Synthesis and structure of potential Lewis acid-Lewis base bifunctional catalysts:: 2-N,N-diisopropylaminophenylboronate derivatives [J].
Coghlan, SW ;
Giles, RL ;
Howard, JAK ;
Patrick, LGF ;
Probert, MR ;
Smith, GE ;
Whiting, A .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (21-22) :4784-4793
[7]   Key green chemistry research areas - a perspective from pharmaceutical manufacturers [J].
Constable, David J. C. ;
Dunn, Peter J. ;
Hayler, John D. ;
Humphrey, Guy R. ;
Leazer, Johnnie L., Jr. ;
Linderman, Russell J. ;
Lorenz, Kurt ;
Manley, Julie ;
Pearlman, Bruce A. ;
Wells, Andrew ;
Zaks, Aleksey ;
Zhang, Tony Y. .
GREEN CHEMISTRY, 2007, 9 (05) :411-420
[8]   Direct polycondensation of carboxylic acids and amines catalyzed by 3,4,5-trifluorophenylboronic acid [J].
Ishihara, K ;
Ohara, S ;
Yamamoto, H .
MACROMOLECULES, 2000, 33 (10) :3511-3513
[9]   3,4,5-trifluorobenzeneboronic acid as an extremely active amidation catalyst [J].
Ishihara, K ;
Ohara, S ;
Yamamoto, H .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (13) :4196-4197
[10]   Rearrangement of the active ester intermediate during HOBt/EDC amide coupling [J].
Mahmoud, KA ;
Long, YT ;
Schatte, G ;
Kraatz, HB .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2005, (01) :173-180