Dy(OTf)3 in ionic liquid:: an efficient catalytic system for reactions of indole with aldehydes/ketones or imines

被引:235
作者
Mi, XL
Luo, SZ
He, JQ
Cheng, JP [1 ]
机构
[1] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China
[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
[3] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/j.tetlet.2004.04.039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dy(OTf)(3) immobilized in ionic liquids was found to be an efficient catalytic system for the reactions of indole with aldehydes/ketones or imines. Enhanced activity was observed. The use of ionic liquids as the reaction media allows facile separation and recycling of the catalyst. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4567 / 4570
页数:4
相关论文
共 27 条
[1]  
[Anonymous], 1996, CHEM INDOLES
[2]   Molecular iodine-catalyzed efficient and highly rapid synthesis of bis(indolyl)methanes under mild conditions [J].
Bandgar, BP ;
Shaikh, KA .
TETRAHEDRON LETTERS, 2003, 44 (09) :1959-1961
[3]   MACROCYCLIC CONDENSATION PRODUCTS OF INDOLE AND SIMPLE ALDEHYDES [J].
BERGMAN, J ;
HOGBERG, S ;
LINDSTRO.JO .
TETRAHEDRON, 1970, 26 (13) :3347-&
[4]   Lewis acid-catalyzed reactions in protic media. Lanthanide-catalyzed reactions of indoles with aldehydes or ketones [J].
Chen, DP ;
Yu, LB ;
Wang, PG .
TETRAHEDRON LETTERS, 1996, 37 (26) :4467-4470
[5]   Regioselective acylations at the 2 and 6 position of N-acetylindole [J].
Cruz, RPA ;
Ottoni, O ;
Abella, CAM ;
Aquino, LB .
TETRAHEDRON LETTERS, 2001, 42 (08) :1467-1469
[6]   STEREOCONTROLLED SYNTHESIS OF (-)-HAPALINDOLE-G [J].
FUKUYAMA, T ;
CHEN, XQ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (07) :3125-3126
[7]   ADDITION AND ANNULATION REACTIONS BETWEEN INDOLES AND ALPHA,BETA-UNSATURATED KETONES [J].
GARNICK, RL ;
LEVERY, SB ;
LEQUESNE, PW .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (06) :1226-1229
[8]   ELECTROPHILIC SUBSTITUTION IN INDOLES .15. THE REACTION BETWEEN METHYLENEDI-INDOLES AND PARA-NITROBENZENEDIAZONIUM FLUOROBORATE [J].
JACKSON, AH ;
PRASITPAN, N ;
SHANNON, PVR ;
TINKER, AC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (11) :2543-2551
[9]   Efficient synthesis of bis(indolyl)methanes catalyzed by Lewis acids in ionic liquids [J].
Ji, SJ ;
Zhou, JF ;
Gu, DG ;
Wang, SY ;
Loh, TP .
SYNLETT, 2003, (13) :2077-2079
[10]   SYNTHESES OF SOME SUBSTITUTED DI-INDOLYL-METHANES IN AQUEOUS MEDIUM AT ROOM TEMPERATURE [J].
KAMAL, A ;
QURESHI, AA .
TETRAHEDRON, 1963, 19 (04) :513-&