ChemInform Abstract: Synthesis and Reactions of Some δβ,γ‐Butenolides with a Study of Their Biological Activity.

Abstract

ChemInform Abstract The β-aroylpropionic acids (I) react with thiophene-2-carboxaldehyde (II) to give the butenolides (IIIa) which are transformed into the 5-oxopyrrolines (IIIb) and into the acrylic acid hydrazides (VI). Upon treatment with acid, the hydrazides (VI) are cyclized, forming the pyridazinones (VII). The compounds are tested for their activity against bacteria and yeasts.

A Facile Method for the Synthesis of 6-Aryl-1-(3-Chloropropanoyl)-4-[(E)-1-(2-Furyl)Methylidene)]-1,2,3,4-Tetrahydro-3-Pyridazinones and 2-(2-Chloroethyl)-5-[α-Aracyl-β-(2-Furyl)]-(E)-Vinyl-1,3,4-Oxadiazoles

“…Table 1) show a broad absorption band at 3150-3300 cm -1 characteristic of the NH group and an absorption band at 1654-60 cm -1 for υC=O, characteristic of the amide carbonyl group. The infrared spectra of these compounds are similar to those reported for other pyridazinone derivatives [15][16][17][18]. The 1 H NMR spectra of compounds (2a-d) exhibit singlet signals at 4.41 for (CH 2 COAr), a singlet at δ 6.67 for olefinic protons, triplet signals at δ 7.07 for (-NH-NH 2 ) and two signals dd for (-NH-NH 2 ) due to the strong electrical quadrupole moment effect [19].…”

Synthesis, reactions and biological activity of 3-arylidene-5-(4-methylphenyl)-2(3H)-furanones?

“…The reactivity of the γ-lactone ring present in furanone derivatives has 104 HUSAIN, MUMTAZ ALAM and SIDDIQUI been further exploited for the synthesis of nitrogen heterocycles of potential pharmacological interest. 9,10 Herein, the syntheses and reactions of 3-arylidene-5-(4-methylphenyl)-2(3H)--furanones following the literature procedure 10,11 with a slight modification and a study of biological activities of the resulting products are reported. Previously, the anti-inflammatory activity of a number of 2-arylidene-4-substituted phenyl--but-3-en-4-olides was studied and the results were encouraging.…”

Ring Transformation of a 2(3H)‐furanone Derivative into Oxazinone and Pyrimidinone Heterocycles

“…In the last decades, our research group was interested in the conversion of 2(3 H )‐furanones into a variety of heterocyclic systems of synthetic and biological importance. Based on their facile ring opening by nitrogen nucleophiles, these furanones were converted into acyclic products that, via ring closure, afforded many heterocycles, namely, pyrrolones, pyridazinones, triazoles, oxadiazoles, thiazolidinones, and benzoxazinones . To our knowledge, the conversion of 2(3 H )‐furanones into pyrimidine derivatives has not been reported.…”