Microwave assisted reactions of 2-[3-(Trifluoromethyl)phenyl]-4-R1-furo[3,2-b] pyrrole-5-carboxhydrazides |
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Authors: | Renáta Gašparová Martin Moncman Branislav Horváth |
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Affiliation: | (1) Department of Chemistry, Faculty of Natural Sciences, University of SS Cyril and Methodius, SK 917 01 Trnava, Slovak Republic;(2) Institute of Chemistry, Faculty of Natural Sciences, Comenius University, SK 842 15 Bratislava, Slovak Republic |
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Abstract: | The effect of microwave irradiation on the reactions of 2-[3-(trifluoromethyl)phenyl]-4-R1-furo[3,2-b]pyrrole-5-carboxhydrazides 1 with 5-arylfuran-2-carboxaldehydes 2, thiophene-2-carboxaldehyde (3) and methyl 2-formylfuro[3,2-b]pyrrole-5-carboxylates 4 has been studied. Reactions of 1 with formic and acetic acid, respectively, led to acylhydrazides 9a–c. Reaction of 1a with 4-substituted 1,3-oxazol-5(4H)-one 10 led to imidazole derivative 13. 1,2,4-Triazole-3-thiones 15a,b were synthesized by two-step reaction of 1a with potassium isothiocyanate and phenyl isothiocyanate, respectively, and subsequent base-catalyzed cyclization of thiosemicarbazides 14a,b. Pyrazole 16 was prepared by reaction of 1a with pentane-2,4-dione. |
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Keywords: | Furo[3,2-b]pyrrole-5-carbochydrazide Furan-2-carboxaldehyde Five-membered heterocycles Microwave irradiation |
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