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Studies with aza-heterocyclic N-oxides: Synthesis of some new aromatic N-oxide derivatives | Fadda | European Journal of Chemistry

Studies with aza-heterocyclic N-oxides: Synthesis of some new aromatic N-oxide derivatives

Ahmed Ali Fadda, Fathy Mohamed Abdelrazek, Ahmed Mahmoud Fouda

Abstract


Benzofuroxan derivative (1a) reacts with the cyanoacetanilides (2a-d) to give the benzimidazole derivatives (3a-d). Benzofuroxan (1b) reacts with rhodanine derivatives (4a,b) in presence of sodium ethoxide to give the arylaminobenzoimidazole derivatives (6a,b); while the last reaction afforded the thiazolidinone derivatives (8a,b) and the o-benzoquinone dioxime derivatives (9a,b) when it was repeated in the presence of sodium acetate. Moreover, a series of quinoxalinyl 1,4-di-N-oxide derivatives were prepared starting from quinoxalin-1,4-di-N-oxide derivatives (10a-c). Plausible mechanisms to account for the formation of the products are discussed.

2_1_51_57_800


Keyword(s)


Heterocyclic N-oxides; Benzofuroxan; Rhodanine; o-Quinone dioximes; Thiocarbohydrazide; Curtius rearrangement

European Journal of Chemistry, 2 (1), (2011), 51-57

Full Text:

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DOI: http://dx.doi.org/10.5155/eurjchem.2.1.51-57.249


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