Expeditious preparation of 2-substituted quinolines

被引：49
作者：
Fakhfakh, MA
Franck, X
Fournet, A
Hocquemiller, R
Figadère, B
机构：
[1] Univ Paris Sud, Fac Pharm, Associe CNRS BIOCIS, Lab Pharmacognosie, F-92296 Chatenay Malabry, France
[2] IRD, F-75480 Paris, France
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 23期
关键词：
quinolines; Grignard reagents; multi-components reaction;
D O I：
10.1016/S0040-4039(01)00604-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A library of 2-substituted quinolines was synthesized in solution from mixtures of Grignard reagents and a quinolinium salt. Grignard reagents were prepared in one pot, taking advantage of the entrainment method for their preparation from unreactive alkyl halides. Then mixtures of 2-alkylquinolines were readily accessible for biological tests or separated by centrifugal-partition chromatography (CPC) prior to the biological screening. (C) 2001 Elsevier Science Ltd. All rights reserved.
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收藏
页码：3847 / 3850
页数：4
相关论文
共 21 条
[1]   THE REACTION OF BENZYLMAGNESIUM CHLORIDE AND DIBENZYLMAGNESIUM WITH PYRIDINE [J].
BENKESER, RA ;
HOLTON, DS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (12) :5861-5862
[2]  
Dreux M., 1996, LC GC INTERNATIONAL, V9, P148
[3]   CHEMISTRY OF DIHYDROPYRIDINES [J].
EISNER, U ;
KUTHAN, J .
CHEMICAL REVIEWS, 1972, 72 (01) :1-+
[4]   REGIOSELECTIVE CYANATION OF PYRIDINE 1-OXIDES WITH TRIMETHYLSILANECARBONITRILE - A MODIFIED REISSERT-HENZE REACTION [J].
FIFE, WK .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (08) :1375-1377
[5]  
FOUCAULT AP, 1995, CPC CHROMATOGRAPHY S, V68
[6]   CHIMANINES, NEW 2-SUBSTITUTED QUINOLINES, ISOLATED FROM AN ANTIPARASITIC PLANT IN BOLIVIA - GALIPEA-LONGIFLORA [J].
FOURNET, A ;
HOCQUEMILLER, R ;
ROBLOT, F ;
CAVE, A ;
RICHOMME, P ;
BRUNETON, J .
JOURNAL OF NATURAL PRODUCTS, 1993, 56 (09) :1547-1552
[7]   In vivo efficacy of oral and intralesional administration of 2-substituted quinolines in experimental treatment of new world cutaneous leishmaniasis caused by Leishmania amazonensis [J].
Fournet, A ;
Ferreira, ME ;
deArias, AR ;
deOrtiz, ST ;
Fuentes, S ;
Nakayama, H ;
Schinini, A ;
Hocquemiller, R .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1996, 40 (11) :2447-2451
[8]   2-SUBSTITUTED QUINOLINE ALKALOIDS AS POTENTIAL ANTILEISHMANIAL DRUGS [J].
FOURNET, A ;
BARRIOS, AA ;
MUNOZ, V ;
HOCQUEMILLER, R ;
CAVE, A ;
BRUNETON, J .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1993, 37 (04) :859-863
[9]  
FRANKEL G, 1970, ANGEW CHEM INT EDIT, V9, P523
[10]   The effect of some 2-substituted quinolines isolated from Galipea longiflora on Plasmodium vinckei petteri infected mice [J].
Gantier, JC ;
Fournet, A ;
Munos, MH ;
Hocquemiller, R .
PLANTA MEDICA, 1996, 62 (03) :285-286
123