An efficient and regiospecific preparation of trifluoromethyl substituted 4-(1H-pyrazol-1-yl)-7-chloroquinolines

被引：26

作者：

Bonacorso, HG ^{[1
]}

Cechinel, CA ^{[1
]}

Oliveira, MR ^{[1
]}

Costa, MB ^{[1
]}

Martins, MAP ^{[1
]}

Zanatta, N ^{[1
]}

Flores, AFC ^{[1
]}

机构：

[1] Univ Fed Santa Maria, Dept Quim, NUQUIMHE, BR-97105900 Santa Maria, RS, Brazil

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2005年 / 42卷 / 06期

关键词：

D O I：

10.1002/jhet.5570420604

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new series of 4-[3-alkyl(aryl)(heteroaryl)-5-hydroxy-5-trifluoromethyl-4,5-dihydro-1H-pyrazol-1-yl]-7-chloroquinolines, where [alkyl=CH3;aryl=C6H5, 4-CH3C6H4, 4-FC6H4, 4-CIC6H4, 4-BrC6H4, 4-CH3OC6H4, 4-NO2C6H4, 4-biphenyl, 1-naphthyl; heteroaryl = 2-furyl and 2-thienyl] has been regiospecificaly obtained from the reaction of 7-chloro-4-hydrazinoquinoline with 4-substituted-1,1,1-trifluoro-4-methoxybut-3-en-2-ones in 61-96% yield. Subsequently, dehydration reaction of 4,5-dihydropyra-zolylquinolines under acid conditions furnished a new series of 4-(3-substituted-5-trifluoromethyl-1H-pyrazol- 1-yl)-7-chloroquinolines in 73-96% yield.

引用

页码：1055 / 1061

页数：7

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