New Approach to the Synthesis of 3‐Arylcoumarins. Reaction of 3‐Acyl‐ and 3‐Ethoxycarbonylcoumarins with Hydrazide of p‐Nitrophenylacetic Acid.

Abstract

New Approach to the Synthesis of 3-Arylcoumarins.Reaction of 3-Acyl-and 3-Ethoxycarbonylcoumarins with Hydrazide of p-Nitrophenylacetic Acid.--(NEMERYUK, M. P.; DIMITROVA, V. D.; SEDOV, A. L.; ANISIMOVA, O. S.; TRAVEN, V. F.; Chem. Heterocycl.

3-Acyl(aroyl)coumarins as synthon in heterocyclic synthesis

“…The reaction of 3-substituted coumarin derivatives 1 with hydrazide of p-nitrophenylacetic acid 157 in ethanol at 18-20 °C in the presence of catalytic amounts of piperidine gave the corresponding 3-(p-nitrophenyl)coumarin derivatives 158 (Scheme 28). 84 Furthermore, interaction of 3-substituted coumarin derivatives 1 with malonic acid dihydrazide 159 under Michael reaction conditions showed the conversion of 1 into coumarin-3-carboxylic acid hydrazide 160 (Scheme 28). 85 When the resulting hydrazide 160 was reacted with 3-substituted coumarin derivatives 1, coumarin-3-carboxylic acid hydrazone derivatives 161 were obtained (Scheme 28).…”