Journal of Heterocyclic Chemistry

Enamine Rearrangement of Pyridinium Salts to Indole Ring: A Combined Experimental and Molecular Modeling Study

A Hosaan, AA Fadda

Index: Hosaan, Aisha; Fadda, Ahmed A. Journal of Heterocyclic Chemistry, 2013 , vol. 50, # 3 p. 638 - 644

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Abstract

Abstract N-Alkyl pyridinium (II) and N-alkyl isoquinolinium salts V undergo cyclization reaction when heated with sodium bicarbonate to give the corresponding indolizine derivatives III and VIa, VIb, VIc, VId, VIe, respectively, which undergo ring opening and recyclization reactions when heated with aqueous sodium hydroxide to give the corresponding indole derivatives IV and IXa, IXb, IXc, IXd, IXe, respectively. Molecular ...