Simplified approach to the regiospecific synthesis of trichloromethylpyrazolines using microwave irradiation

被引：3

作者：

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

Muraro, Paulo ^{[1
]}

Beck, Paulo ^{[1
]}

Machado, Pablo ^{[1
]}

Frizzo, Clarissa P. ^{[1
]}

Zanatta, Nilo ^{[1
]}

Bonacorso, Helio G. ^{[1
]}

机构：

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

来源：

SYNTHETIC COMMUNICATIONS | 2008年 / 38卷 / 20期

关键词：

biological activity; enones; microwave irradiation; pyrazoles; trichloromethyl compounds;

D O I：

10.1080/00397910802162926

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Twelve novel 3-alkyl[aryl]-1-carboxamides-5-trichloromethyl-5-hydroxy-4,5- dihydro-lH-pyrazole have been synthesized in good yields (72-90%) using environmentally benign microwave-induced techniques. The compounds were synthesized from the cyclocondensation of 4-alkoxy-1,1,1-trichloro-3- alkyl[aryl]-2-ones [Cl3CC(O)C(R-2)=C(R-1)OR, where R=Me, Et; R-1=H, Me, Et, Pr, i-Pr, i-Bu, t-Bu, Ph, Ph-4-NO2, Ph-4-F, Ph-4-Cl, Ph-4-Br; and R-2=H, Me] with semicarbazide hydrochloride in the presence of pyridine and using methanol/water (3:1 v/v) as the solvent. The advantages of using microwave irradiation, rather than a conventional method, were demonstrated.

引用

页码：3465 / 3476

页数：12

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