Collect. Czech. Chem. Commun. 2005, 70, 2101-2111

Reactions of Substituted Furo[3,2-b]pyrrole-5-carbohydrazides Under Classical and Microwave Conditions

Renata Gašparováa, Margita Lácováb and Alžbeta Krutošíkováa,*

a Department of Chemistry, Faculty of Natural Sciences, University of St. Cyril and Methodius, Námestie Jozefa Herdu 2, Sk-917 01 Trnava, Slovak Republic
b Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Mlynská dolina CH-2, SK-842 15 Bratislava, Slovak Republic


Substituted hydrazones 5 and 6 were synthesized by the reaction of the corresponding furo[3,2-b]pyrrole-5-carboxyhydrazides 1 with 6-substituted 4-oxochromene-3-carbaldehydes 2 and methyl 2-formylfuro[3,2-b]pyrrole-5-carboxylates 3 under microwave irradiation as well as by the classical method. The beneficial effect of the microwave irradiation on these reactions was a shortening of the reaction time and an increase in the yields. The reactions of 1 with 4-[(4-oxochromen-3-yl)methylidene]-2-phenyloxazol-5(4H)-one (4) were also studied. Compounds 7 or 8 were obtained, depending on the reaction temperature.

Keywords: 4-Oxochromene-3-carbaldehydes; Furo[3,2-b]pyrrole-5-carbohydrazides; Methyl 2-formylfuro[3,2-b]pyrrole-5-carboxylates; Hippuric acid; Fused heterocycles; Hydrazones; Microwave irradiation.

References: 37 live references.