Poly(3,4-dimethyl-5-vinylthiazolium)/DBU-Catalyzed Thioesterification of Aldehydes with Thiols

被引:52
作者
Chung, Junyong [1 ]
Seo, Ue Ryung [1 ]
Chun, Supill [1 ]
Chung, Young Keun [1 ]
机构
[1] Seoul Natl Univ, Dept Chem, Seoul 151747, South Korea
基金
新加坡国家研究基金会;
关键词
polymer precatalysts; polymerization; radicals; sustainable chemistry; thioesterification; INTERMOLECULAR RADICAL REACTION; N-PHENYLTHIAZOLIUM SALTS; CATALYZED THIOESTERIFICATION; EFFICIENT SYNTHESIS; THIOESTERS; ORGANOCATALYSIS; CONVENIENT; REACTIVITY; IMIDAZOLE; POLYMERS;
D O I
10.1002/cctc.201501140
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Poly(3,4-dimethyl-5-vinylthiazolium) was synthesized from 3,4-dimethyl-5-vinylthiazole through free radical polymerization and was examined as polymer precatalysts in the presence of 1,8-diazabicyclo[5.4.0] undec-7-ene (DBU) for the thioesterification of aldehydes with thiols. The poly(5-vinylthiazolium)/DBU had excellent catalytic activity and could be reused 10 times without a considerable loss of activity.
引用
收藏
页码:318 / 321
页数:4
相关论文
共 49 条
[1]   COBALT(II) CHLORIDE CATALYZED COUPLING OF THIOLS AND ANHYDRIDES - A NEW AND EFFICIENT SYNTHESIS OF THIOL ESTERS [J].
AHMAD, S ;
IQBAL, J .
TETRAHEDRON LETTERS, 1986, 27 (32) :3791-3794
[2]   Imidazole- and imidazolium-containing polymers for biology and material science applications [J].
Anderson, Emily B. ;
Long, Timothy E. .
POLYMER, 2010, 51 (12) :2447-2454
[3]  
[Anonymous], 2008, ANGEW CHEM
[4]  
[Anonymous], 2011, ANGEW CHEM
[5]   Dess-Martin periodinane mediated synthesis of thioesters from aldehydes [J].
Bandgar, Sunita B. ;
Bandgar, B. P. ;
Korbad, B. L. ;
Sawant, S. S. .
TETRAHEDRON LETTERS, 2007, 48 (07) :1287-1290
[6]  
Barbaro P, 2010, CATAL MET COMPLEXES, V33, P1, DOI 10.1007/978-90-481-3696-4
[7]   Organocatalysis - Organocatalysis lost: Modern chemistry, ancient chemistry, and an unseen biosynthetic apparatus [J].
Barbas, Carlos F., III .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (01) :42-47
[8]   Organocatalysis-after the gold rush [J].
Bertelsen, Soren ;
Jorgensen, Karl Anker .
CHEMICAL SOCIETY REVIEWS, 2009, 38 (08) :2178-2189
[9]   Thiazolo[5,4-d]thiazoles - promising building blocks in the synthesis of semiconductors for plastic electronics [J].
Bevk, David ;
Marin, Lidia ;
Lutsen, Laurence ;
Vanderzande, Dirk ;
Maes, Wouter .
RSC ADVANCES, 2013, 3 (29) :11418-11431
[10]   Palladium-catalyzed thiocarbonylation of iodoarenes with thiols in phosphonium salt ionic liquids [J].
Cao, Hong ;
McNamee, Laura ;
Alper, Howard .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (09) :3530-3534