REACTIVITY OF P-PHENYL SUBSTITUTED BETA-ENAMINO COMPOUNDS USING K-10 ULTRASOUND - I - SYNTHESIS OF PYRAZOLES AND PYRAZOLINONES/

Citation
Cj. Valduga et al., REACTIVITY OF P-PHENYL SUBSTITUTED BETA-ENAMINO COMPOUNDS USING K-10 ULTRASOUND - I - SYNTHESIS OF PYRAZOLES AND PYRAZOLINONES/, Journal of heterocyclic chemistry, 35(1), 1998, pp. 189-192
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0022152X
Volume
35
Issue
1
Year of publication
1998
Pages
189 - 192
Database
ISI
SICI code
0022-152X(1998)35:1<189:ROPSBC>2.0.ZU;2-F
Abstract
The reactivity of the beta-enamino ketones, 3-amino-1-(p-phenyl-substi tuted)-2-buten-1-ones 1a-d and beta-enamino esters. hyl-3-amino-3-(p-p henyl-substituted)-2-propenoates 5a-d were evaluated by systematic stu dies of the reactions with hydrazine and methylhydrazine by reactions with solid support K-10/ultrasound and homogeneous media (reflux in et hanol or dichloromethane) yielding pyrazole rings 2a-d, N-methylpyrazo les 3a-d, 4a-d and N-methylpyrazolinones 6a-c and 7a-c. The regiochemi stry of the cyclization showed dependence of the reaction conditions e mployed as well as the substituent in the aromatic ring.