Synthesis of 3-benzoyl-4-styryl-2-pyrazolines and their oxidation to the corresponding pyrazoles

Citation
Dcga. Pinto et al., Synthesis of 3-benzoyl-4-styryl-2-pyrazolines and their oxidation to the corresponding pyrazoles, EUR J ORG C, (14), 2000, pp. 2593-2599
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
14
Year of publication
2000
Pages
2593 - 2599
Database
ISI
SICI code
1434-193X(200007):14<2593:SO3ATO>2.0.ZU;2-3
Abstract
The 3-benzoyl-4-styryl-2-pyrazolines 2a-g were prepared from the regioselec tive 1,3-dipolar cycloaddition reactions of (E,E)-cinnamylideneacetophenone s 1a-g and diazomethane. The new compounds 3-(2-benzofuranyl)-4-styryl-2-py razolines (5c,d) were also obtained as by-products in some cases. The oxida tion of the 3-benzoyl-4-styryl-2-pyrazolines 2a-g into 3(5)-benzoyl-4-styry lpyrazoles 3a-g is also reported. Configurational and conformational featur es of all compounds were established by NMR spectroscopy.