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Review | Regular issue | Vol 89, No. 7, 2014, pp.1557-1584
Published online, 21st April, 2014
DOI: 10.3987/REV-14-793
The Reactivity of 8-Hydroxyquinoline and Its Derivatives Toward α-Cyanocinnamonitriles and Ethyl α-Cyanocinnamates: Synthesis, Reactions, and Applications of 4H-Pyrano[3,2-h]quinoline Derivatives

Ahmed M. El-Agrody* and Tarek H. Afifi

*Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo 11884, Egypt

Abstract

The main purpose of this review is to present a literature survey on the reactivity of 8-hydroxyquinoline and its derivatives toward α-cyanocinnamonitrile or ethyl α-cyanocinnamate derivatives, which leads to the formation of a variety of 4H-pyrano[3,2-h]quinoline derivatives. The reactions of the synthesized β-enaminonitriles and β-enaminoesters with different electrophilic followed by nucleophilic reagents were also explored. Some of these reactions provided successful routes to produce biologically important privileged structures.