Regiospecific one-pot synthesis of new trifluoromethyl substituted heteroaryl pyrazolyl ketones

被引：25

作者：

Bonacorso, HG ^{[1
]}

Oliveira, MR ^{[1
]}

Costa, MB ^{[1
]}

da Silva, LB ^{[1
]}

Wastowski, AD ^{[1
]}

Zanatta, N ^{[1
]}

Martins, MAP ^{[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 / 04期

关键词：

D O I：

10.1002/jhet.5570420424

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

A convenient and general method for the regiospecific synthesis of three novel series of 1-(2-thenoyl)-, 1-(2furoyl)- and 1-(isonicotinoyl)-3-alkyl(aryl)-5-hydroxy-5-trifluoromethyl-4,5-dihydro-1H-pyrazoles, in good yields (53 - 91%), from the cyclocondensation reactions of 1,1,1-trifluoro-4-alkoxy-4-alkyl(aryl)-but-3-en-2-ones, where alkyl = H and Me; aryl = -C6H5,4-CH3C6H4,4-CH3OC6H4,4-FC6H4,4-ClC6H4,4-BrC6H4,4NO(2)C(6)H(4) with 2-thiophenecarboxylic hydrazide, furoic hydrazide and isonicotinic acid hydrazide, respectively, is reported. Subsequently dehydration reaction of phenyl substituted 2-pyrazolines with P2O5 famished the corresponding 1H-pyrazoles as mixture of regioisomers and in low yields (35 - 36 %).

引用

页码：631 / 637

页数：7

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