Reaction of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Hippuric Acid

Abstract

4-Heteroarylidene-2-phenyl-1,3-oxazol-5(4H)-ones were prepared by reactions of hippuric acid with substituted furan-2-carboxaldehydes or furo [b]pyrrole type aldehydes. The reactivity of various furan-2-carboxaldehyde derivatives in this reaction is discussed. The effect of microwave irradiation on some condensation reactions was compared with "classical" conditions. The results show that microwave irradiation shortens the reaction times while affording comparable yields. Elementary analysis, UV, IR and 1D NMR proved the structure of new synthesised compounds. 2D NMR spectroscopic measurements confirmed that the configuration at the carbon-carbon double bond corresponds to the pure E isomers of the products.

Synthesis, characterization and antibacterial activity of (E)-chalcone derivatives

“…These compounds were synthesized as mentioned in the reference [9,10]. 4-Substituted aniline (0.136 mol) was dissolved in a mixture of concentrated HCl (33.7 mL) and H2O (22.5 mL).…”

Reactions of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Benzothiazolium Salts

“…Only a few condensation products of furo [b]pyrrole type aldehydes have been described [12,13]. We have recently published in this journal the results of the study of the reactions of substituted furan-2-carboxaldehydes and furo [b]pyrrole type aldehydes with hippuric acid [14].…”

Reactions of 5-[3-(trifluoromethyl)-phenyl]furan-2-carbaldehyde

“…Many of the published condensation products are biologically active compounds [4,5] or can be used as intermediates in organic synthesis [6][7][8][9].In the past two decades one of us was interested in the syntheses, reaction, and aromaticity of variously substituted furo[3,2-b]pyrroles and their [2,3-b]-isomers [10,11]. Substitution, addition, and cycloaddition reactions of furo[3,2-b]pyrroles and their condensed derivatives involving the interesting transformations of furo[3,2-b]pyrrole system were presented.…”

“…Many of the published condensation products are biologically active compounds [4,5] or can be used as intermediates in organic synthesis [6][7][8][9].…”