Pyrrole synthesis in ionic liquids by Paal-Knorr condensation under mild conditions

被引:108
作者
Wang, B [1 ]
Gu, YL [1 ]
Luo, C [1 ]
Yang, T [1 ]
Yang, LM [1 ]
Suo, JS [1 ]
机构
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
关键词
Paal-Knorr; ionic liquid; 2.5-1-hexandione; primary amine; pyrrole;
D O I
10.1016/j.tetlet.2004.03.012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Paal-Knorr condensation of 15-hexandione with primary amines was successfully carried out in ionic liquids. Through investigating different ionic liquids, different reaction times. the reaction. using ionic liquids its solvent, exhibited simple product isolation procedure, improved yields and exclusive selectivity and the mild conditions and the avoidance of using toxic Catalysts are also its special features. Recovery and reuse of ionic liquid are also satisfactory. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3417 / 3419
页数:3
相关论文
共 22 条
[1]  
Ballini R, 2000, SYNLETT, P391
[2]  
Chowdari NS, 2003, SYNLETT, P1906
[3]   Layered zirconium phosphate and phosphonate as heterogeneous catalyst in the preparation of pyrroles [J].
Curini, M ;
Montanari, F ;
Rosati, O ;
Lioy, E ;
Margarita, R .
TETRAHEDRON LETTERS, 2003, 44 (20) :3923-3925
[4]   Microwave assisted synthesis of pyrroles [J].
Danks, TN .
TETRAHEDRON LETTERS, 1999, 40 (20) :3957-3960
[5]   Ionic liquid (molten salt) phase organometallic catalysis [J].
Dupont, J ;
de Souza, RF ;
Suarez, PAZ .
CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691
[6]   Ionic liquids. Green solvents for the future [J].
Earle, MJ ;
Seddon, KR .
PURE AND APPLIED CHEMISTRY, 2000, 72 (07) :1391-1398
[7]   New developments in catalysis using ionic liquids [J].
Gordon, CM .
APPLIED CATALYSIS A-GENERAL, 2001, 222 (1-2) :101-117
[8]   1,2-diarylpyrroles as potent and selective inhibitors of cyclooxygenase-2 [J].
Khanna, IK ;
Weier, RM ;
Yu, Y ;
Collins, PW ;
Miyashiro, JM ;
Koboldt, CM ;
Veenhuizen, AW ;
Currie, JL ;
Seibert, K ;
Isakson, PC .
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (11) :1619-1633
[9]   Ionic liquids: perspectives for organic and catalytic reactions [J].
Olivier-Bourbigou, H ;
Magna, L .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 182 (01) :419-437
[10]   Ionic liquids catalyzed Biginelli reaction under solvent-free conditions [J].
Peng, JJ ;
Deng, YQ .
TETRAHEDRON LETTERS, 2001, 42 (34) :5917-5919