Conversion of 2(<i>3H</i>)‐furanones into 1,3,4‐oxadiazoles

Elgazwy, Abdel‐Sattar S. Hamad; Zaki, M. T. M.; Eid, Nahed N.; Hashem, Ahmed I.

doi:10.1002/hc.10197

Cited by 7 publications

(1 citation statement)

References 11 publications

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“…From this point of view, 2(3H)-furanones are considered as versatile synthons for a variety of synthetically and biologically important heterocyclic systems viz. pyrrolones, 1,2 pyridazinones, 3,4 oxadiazoles, 5,6 pyrazoles 7 and isothiazolones. 8,9 In this investigation, some 2(3H)-furanones carrying a pyrazole moiety (1a-c) are synthesised with a view to a study their behaviour as alkylating agents.…”

Section: (3h)-furanones Represent An Important Type Of Furanonesmentioning

confidence: 99%

Behaviour of some 2(3H)-furanones bearing a pyrazolyl group as alkylating agents

Hashem

Kandeel

Youssef

et al. 2006

Journal of Chemical Research

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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.

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Section: (3h)-furanones Represent An Important Type Of Furanonesmentioning

confidence: 99%

Behaviour of some 2(3H)-furanones bearing a pyrazolyl group as alkylating agents

Hashem

Kandeel

Youssef

et al. 2006

Journal of Chemical Research

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Conversion of 3‐Arylazo‐5‐phenyl‐2(3H)‐furanones into Other Heterocycles of Anticipated Biological Activity

Sayed¹,

Hashem

Yousif

et al. 2007

Archiv der Pharmazie

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3-arylazo-5-phenyl-2(3H)-furanones 3 were prepared and converted into a variety of heterocyclic systems of synthetic and biological importance. Hydrazine hydrate reacted with furanones as nucleophiles and gave the corresponding acid hydrazides 4. The latter products were used as starting materials for the synthesis of 1,3,4-oxadiazoles 6, 9, and the 1,2,4-triazoles 8. Evaluation of the antiviral activity of selected compounds obtained was performed using two viruses: HAV and HSV-1. Some of the tested compounds showed promising activities.

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Conversion of 2(3H)‐Furanones into 1,3,4‐Oxadiazoles.

et al. 2003

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Conversion of 2(3H)‐furanones into 1,3,4‐oxadiazoles

Abstract: A series of 2-phenyl-5-alkenyl-1,3,4-oxadiazoles were synthesized in high yields from the corresponding dicarbonylhydrazides through cyclodehydration.

Cited by 7 publications

References 11 publications

Behaviour of some 2(3H)-furanones bearing a pyrazolyl group as alkylating agents

Behaviour of some 2(3H)-furanones bearing a pyrazolyl group as alkylating agents

Conversion of 3‐Arylazo‐5‐phenyl‐2(3H)‐furanones into Other Heterocycles of Anticipated Biological Activity

Conversion of 2(3H)‐Furanones into 1,3,4‐Oxadiazoles.

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