Synthesis of New 5-Trifluoromethyl-3-alkyl[aryl(heteroaryl)]-4- (2-benzyl-3-hydroxycyclohex-2-enone-2-yl)-1H-pyrazoles by a Ring-Opening Reaction

Synthesis of New 5-Trifluoromethyl-3-alkyl[aryl(heteroaryl)]-4- (2-benzyl-3-hydroxycyclohex-2-enone-2-yl)-1H-pyrazoles by a Ring-Opening Reaction

Navarini, Jussara; Bonacorso, Helio G.; Wiethan, Carson W.; Andrighetto, Rosália; Luz, Fábio M.; Martins, Marcos A. P.; Zanatta, Nilo

Abstract:

Pyrazoles, including those containing fluorine, are a well-studied class of organic compounds that have found diverse uses in technology, medicine and agriculture. Many pyrazole derivatives are known to exhibit a wide range of biological activity, of which can highlight arylpyrazoles, as Celecoxib, a cyclooxygenase-2 inhibitor. On the other hand, chromenones are important compounds with biological activity, as well components of natural products. Moreover, they can be use as valuable substrates for the synthesis of pharmacologically interesting compounds. For instance, reaction of chromenones with 1,2-nucleophilic reagents, such as hydrazines would lead to the possible competition involving three different electrophlilic centers (acyl group at C-3, C-5 and C-8a). In the present study, we wish to report the results of the reactions of 2-hydroxy 2Hchromenones with hydrazine.

Pyrazoles, including those containing fluorine, are a well-studied class of organic compounds that have found diverse uses in technology, medicine and agriculture. Many pyrazole derivatives are known to exhibit a wide range of biological activity, of which can highlight arylpyrazoles, as Celecoxib, a cyclooxygenase-2 inhibitor. On the other hand, chromenones are important compounds with biological activity, as well components of natural products. Moreover, they can be use as valuable substrates for the synthesis of pharmacologically interesting compounds. For instance, reaction of chromenones with 1,2-nucleophilic reagents, such as hydrazines would lead to the possible competition involving three different electrophlilic centers (acyl group at C-3, C-5 and C-8a). In the present study, we wish to report the results of the reactions of 2-hydroxy 2Hchromenones with hydrazine.

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DOI: 10.5151/chempro-14bmos-R0009-1

Referências bibliográficas

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Como citar:

Navarini, Jussara; Bonacorso, Helio G.; Wiethan, Carson W.; Andrighetto, Rosália; Luz, Fábio M.; Martins, Marcos A. P.; Zanatta, Nilo; "Synthesis of New 5-Trifluoromethyl-3-alkyl[aryl(heteroaryl)]-4- (2-benzyl-3-hydroxycyclohex-2-enone-2-yl)-1H-pyrazoles by a Ring-Opening Reaction", p-9-9. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0009-1