Reaction of substituted furan-2-carboxaldehydes and furo[b]pyrrole type aldehydes with hippuric acid.

Abstract : 4-Heteroarylidene-2-phenyl-1,3-oxazol-5(4 H )-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. Keywords: 5-Arylfuran-2-carboxaldehydes; furo[3,2- b ]pyrrole-2-carboxaldehydes; furo-[2,3- b ]pyrrole-2-carboxaldehydes; hippuric acid; microwave irradiation; 1,3-oxazol-5(4 H )-ones; furo[3,2- b ]pyrrole-5-carboxylates; furo[2,3- b ]pyrrole-5-carboxylates; 1 H- and