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

Ahmed Ali Fadda; Fathy Mohamed Abdelrazek; Ahmed Mahmoud Fouda

doi:10.5155/eurjchem.2.1.51-57.249

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Published: Mar 28, 2011

DOI: https://doi.org/10.5155/eurjchem.2.1.51-57.249

Keywords:

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

Section

Research Article

Issue

Vol. 2 No. 1 (2011): March 2011

Dates

Received 2010-08-16
Accepted 2010-10-28
Published 2011-03-28

Ahmed Ali Fadda

Chemistry Department, Faculty of Science, Mansoura University, Mansoura, EG-35516, Egypt

Fathy Mohamed Abdelrazek

Chemistry Department, Faculty of Science, Cairo University, Giza, EG-12613, Egypt

Ahmed Mahmoud Fouda

Chemistry Department, Faculty of Science, Mansoura University, Mansoura, EG-35516, Egypt

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.

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How to Cite

(1)

Fadda, A. A.; Abdelrazek, F. M.; Fouda, A. M. Studies With Aza-Heterocyclic N-Oxides: Synthesis of Some New Aromatic N-Oxide Derivatives. Eur. J. Chem. 2011, 2, 51-57.

Author Biography

Ahmed Ali Fadda, Chemistry Department, Faculty of Science, Mansoura University, Mansoura, EG-35516, Egypt

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Supporting Agencies

Alexander von Humboldt Foundation (Germany), Institute of Organic Chemistry, TU-Dresden and Research fund of the Faculty of Science, Cairo University.

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Ahmed Ali Fadda, Chemistry Department, Faculty of Science, Mansoura University, Mansoura, EG-35516, Egypt

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