Quinoxalines ― Synthesis, Reactions, Mechanisms and Structure

This book reviews the fundamental aspects of quinoxaline chemistry: synthesis, reactions, mechanisms, structure, properties, and applications. The first five chapters present a survey the developments in quinoxaline chemistry since the publication of the monograph on “Condensed Pyrazines” by Cheeseman and Cookson in 1979. These chapters give a comprehensive coverage of the important quinoxaline-containing ring systems such as thiazolo[3,4-a]-, pyrrolo[1,2-a]-, imidazo[1,5-a]quinoxalines, etc. The remaining sixth chapter gives a review of all the previously known rearrangements of heterocyclic systems that lead to benzimidazole derivatives. A critical analysis of these transformations reveals novel acid-catalyzed rearrangements of quinoxalinones giving 2-heteroarylbenzimidazoles and 1-heteroarylbenzimidazolones in the presence of nucleophilic reactants. Existing literature is thoroughly and critically reviewed.

Vakhid A. Mamedov is the Head of Laboratory for the Chemistry of Heterocycles at the Kazan Scientific Centre of the Russian Academy of Sciences. His research is dedicated to quinoaxilines. After his graduation from the Azerbaijan State University in Baku (1981) and working at the Institutes of Physics and of Petroleum and Chemical Processes (1981-1982) of the Azerbaijan Academy of Sciences, he moved to Kazan in 1985, where he received his Ph.D (1989), and D.Sc. (1999) degrees in chemistry, working with the Professors Il’dus A. Nuretdinov, Eugeniy A. Berdnikov and Yakov A. Levin. He spent a postdoctoral fellowship (1997-1998) with Professor Sadao Tsuboi at the Okayama University (Japan), working on synthetic approaches to the C-13 side chain of paclitaxel (Taxol) and docetaxel (Taxotere). He became head of laboratory of the Chemistry of Heterocyclic Compounds in IOPC in 2002. He was principal tutor of 10 post-graduated and 24 graduated students, both in Russia and Japan. He authored over 170 papers. Mamedov’s research interests focus on the methodology of organic synthesis, development of new schemes of the tandem transformations for synthesizing the diversity-oriented heterocyclic systems.