5-Aryl-3-(1,3-diphenylpyrazol-4-ylmethylene)-2(3H)-furanones (1a-c) were prepared by condensing 1,3-diphenylpyrazole-4-carboxaldehyde with 3-aroylpropionic acids in the presence of N,N-dimethyl(chlorosulfinyloxy)methaniminium chloride as a cyclodehydrating agent. The reactions of these furanones with anhydrous aluminium chloride in benzene, toluene and anisole led to the formation of 4,4-diaryl-1-(1,3-diphenylpyrazol-4-yl)buta-1,3-diene-2-carboxylic acids (6) as mixtures of two geometrical (E,E-and E,Z-) stereoisomers. The unfavoured intramolecular alkylation of 1a-c compared with other furanones is discussed using Hyper Chem Professional ( 7) AM 1 calculations.
A variety of heterocycles of synthetic and biological importance were prepared from 3-(indol-3-ylmethylene)-5-phenyl-2(3 H )-furanone ( 1 ) and its hydrazide 2 . Compounds 1 and 2 were used for the construction of pyridazin-3(4 H )-ones 4 and 6 ; 1,3,4-oxadiazoles 7 , 8 , and 10 ; and 1,2,4 -triazoles 12 , 14 , and 15 , all bearing a 3-indolyl moiety. The antimicrobial activities of the synthesized compounds were examined against six types of bacteria and two types of fungi.
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