
Journal of Heterocyclic Chemistry p. 301 - 308 (2010)
Update date:2022-09-26
Topics:
Martins, Marcos A. P.
Beck, Paulo H.
Moreira, Dayse N.
Buriol, Lilian
Frizzo, Clarissa P.
Zanatta, Nilo
Bonacorso, Helio G.
(Chemical Equation Presented) An efficient microwave-assisted synthesis of 1-carboxymethyl-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazoles from the cyclocondensation reaction between enones [CF3C(O)C(R2) = C(R1)(OR), where R2 = H, Me; R1 = H, Me, Et, Pr, i-Pr, t-Bu, i-Bu, Ph, 4-NO2-Ph, 4-Cl-Ph, 4-Br-Ph, 4-F-Ph and R = Me, Et] and methyl hydrazinocarboxylate under solvent-free conditions is reported. This process is an efficient alternative to the traditional thermal heating and furnishes the heterocyclic compounds in good to excellent yields in a short reaction time. To show the versatility of 1-carboxymethyl-5- trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazoles, dehydration reactions of these compounds are also demonstrated.
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