Vicarious nucleophilic substitution in enamine derivatives of 1-hydroxynaphthalene-2,4-dicarbaldehyde |
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Authors: | Koneni V. Sashidhara Jammikuntla N. Rosaiah |
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Affiliation: | Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow 226 001, India |
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Abstract: | The reaction of aromatic amines with highly stable Schiff base enamines formed from an alkyl amine and 1-hydroxynaphthalene-2,4-dicarbaldehyde resulted in nucleophilic substitution of the alkyl amine with the aromatic amine in ethyl alcohol at room temperature within 1-2 min. This reactivity, regioselectivity and formation of stable derivatives are due to extra stabilization through extended conjugation in these systems. |
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Keywords: | Schiff bases Imine Enamine NMR spectroscopy Regioselectivity 1-Hydroxynaphthalene-2,4-dicarbaldehyde |
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