Regioselective one-pot synthesis of 3,5-diarylpyrazoles

The 3,5-diarylpyrazolines and pyrazoles have been easily synthesized in excellent yields by the reaction of 2'-hydroxychalcones with hydrazine hydrate. The 2'-hydroxychalcones arc converted into flavanones and flavones by simple cyclisation methods and then into pyrazolines and pyrazoles,...

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Published inIndian journal of chemistry. Sect. B. Organic chemistry, including medicinal chemistry Vol. 44; no. 11; pp. 2338 - 2342
Main Authors Lokhande, PD, Waghamare, BY, Sakate, SS
Format Journal Article
LanguageEnglish
Published NEW DELHI NATL INST SCIENCE COMMUNICATION 01.11.2005
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
chalcones
diarylpyrazolines
3,5-DIPHENYL-1H-PYRAZOLE DERIVATIVES
pyrazolines
flavones
pyrazoles
hydrazine hydrate
flavanones
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Summary:The 3,5-diarylpyrazolines and pyrazoles have been easily synthesized in excellent yields by the reaction of 2'-hydroxychalcones with hydrazine hydrate. The 2'-hydroxychalcones arc converted into flavanones and flavones by simple cyclisation methods and then into pyrazolines and pyrazoles, respectively. Alternatively, one-pot synthesis of pyrazoles has also been achieved by converting 2'-hydroxychalcones into pyrazolines and thereafter their dehydrogenation using I-2-DMSO reagent. The regiochemistry of pyrazoles obtained via pyrazolines and from flavones has been compared.
ISSN:0376-4699