Microwave assisted regiospecific synthesis of 5-trifluoromethyl-4,5-dihydropyrazoles and pyrazoles

被引：26

作者：

Martins, Marcos A. P. ^{[1
]}

Pereira, Claudio M. P. ^{[1
]}

Moura, Sidnei ^{[1
]}

Frizzo, Clarissa P. ^{[1
]}

Beck, Paulo ^{[1
]}

Zanatta, Nilo ^{[1
]}

Bonacorso, Helio G. ^{[1
]}

Flores, Alex F. C. ^{[1
]}

机构：

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

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2007年 / 44卷 / 05期

关键词：

HALOACETYLATED ENOL ETHERS; ALKOXYVINYL TRIFLUOROMETHYL KETONES; ONE-POT SYNTHESIS; CONVENIENT METHOD; TRICHLOROMETHYL KETONES; TRIHALOMETHYL KETONES; CYCLIZATION; HETEROCYCLES; IRRADIATION; DERIVATIVES;

D O I：

10.1002/jhet.5570440537

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The regiospecific synthesis of a series of twelve 5-trifluoromethyl-4,5-dihydropyrazoles and -pyrazoles from the cyclocondesation reaction of 4-alkoxy-1, 1, 1-trifluoro-3-alken-2-ones [F3CC(O)CH=C(R-1)OR, where R-1 = Me, Et, Pr, iso-Pr, Bu, iso-Bu, Ph, H; and R = Me, Et] with phenylhydrazine in toluene by environmentally benign microwave induced techniques is reported. It is shown that under appropriated conditions, the variation of microwave irradiation power leads to 4,5-dihydropyrazole or pyrazole derivatives. This paper also includes the use of montmorillonite K-10 as a solid support for the synthesis of pyrazoles under solvent free conditions.

引用

页码：1195 / 1199

页数：5

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