Efficient nucleophilic substitution reactions of quinolyl and isoquinolyl halides with nucleophiles under focused microwave irradiation

被引：32

作者：

Cherng, YJ ^{[1
]}

机构：

[1] Chung Tai Inst Hlth Sci & Technol, Dept Med Technol, Taichung 40605, Taiwan

来源：

TETRAHEDRON | 2002年 / 58卷 / 06期

关键词：

nucleophilic substitution reaction;

D O I：

10.1016/S0040-4020(01)01225-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nucleophilic substitution reactions of 2-chloroquinoline, 3-bromoquinoline and 4-bromoisoquinoline with thiolate, alkoxy ions and aniline were completed within several minutes under microwave irradiation. This method gives the desired products with yields up to 99% in a short reaction time, and is superior to the classical heating process. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1125 / 1129

页数：5

共 41 条

[1] PHOTOCHEMISTRY OF METHOXY-SUBSTITUTED QUINOLINE AND ISOQUINOLINE N-OXIDES
ALBINI, A
FASANI, E
DACREMA, LM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (12): : 2738 - 2742
[2] HYDROGEN-ATOM TRANSFER OXIDATION OF PRIMARY AND SECONDARY ALCOHOLATES INTO ALDEHYDES AND KETONES BY AROMATIC HALIDES IN LIQUID-AMMONIA - A NEW ELECTROCHEMICALLY INDUCEIBLE REACTION
AMATORE, C
BADOZLAMBLING, J
BONNELHUYGHES, C
PINSON, J
SAVEANT, JM
THIEBAULT, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (07) : 1979 - 1986
[3] MICROWAVES IN CHEMISTRY - ANOTHER WAY OF HEATING REACTION MIXTURES
BERLAN, J
[J]. RADIATION PHYSICS AND CHEMISTRY, 1995, 45 (04): : 581 - 589
[4] STUDIES IN THE CYANINE DYE SERIES .11. THE MEROCYANINES
BROOKER, LGS
KEYES, GH
SPRAGUE, RH
VANDYKE, RH
VANLARE, E
VANZANDT, G
WHITE, FL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (11) : 5326 - 5332
[5] THE IONIZATION CONSTANTS OF 3-SUBSTITUTED PYRIDINES, 3-SUBSTITUTED QUINOLINES AND 4-SUBSTITUTED ISOQUINOLINES
BRYSON, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (18) : 4871 - 4876
[6] REACTIONS OF AROMATIC NITRO COMPOUNDS WITH BASES
BUCK, P
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1969, 8 (02) : 120 - &
[7] NUCLEOPHILIC SUBSTITUTION IN THE BENZENE RING .1. RATES OF REACTIONS OF PARA-SUBSTITUTED BROMOBENZENES WITH PIPERIDINE
BUNNETT, JF
LEVITT, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (08) : 2778 - 2779
[8] REMARKABLE REACTIVITY OF ARYL HALIDES WITH NUCLEOPHILES
BUNNETT, JF
[J]. JOURNAL OF CHEMICAL EDUCATION, 1974, 51 (05) : 312 - 315
[9] BUNNETT JF, 1970, J ORG CHEM, V48, P70
[10] MICROWAVE-ASSISTED ORGANIC-REACTIONS
CADDICK, S
[J]. TETRAHEDRON, 1995, 51 (38) : 10403 - 10432

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