Jwang's Series Expansion Of The Reaction

This dissertation explores the tandem Wang's reaction and its application towards the synthesis of indolizines. This tandem reaction proceed by an intermolecular SN2 reaction, deprotonation, and then electron pair transfer, cyclization, followed by elimination to form the desired final products. The synthetic utility of this reaction has been demonstrated by its successful application in the synthesis of pyrazolo[1,5-a]pyridines, imidazo[1,2-a]pyridines, pyrido[1,2-a]benzimidazoles and [1,2,4]triazolo[1,5-a]pyridine.The first part of this study presents the development of the tandem reaction with respect to both its reaction condition and scope. The reaction proceeds smoothly under very mild conditions at room temperature in moderate to good yields.Aimed with a highly efficient method for the preparation of N-bridged heterocyclic compounds, the second part of this study describes the application of the novel tandem reaction to the synthesis of pyrazolo[1,5-a]pyridines, imidazo[1, 2-a]pyridines, pyrido[1,2-a]benzimidazoles and [1,2,4]triazolo[1,5-a]pyridine. Fortunately, the expected products were obtained in good yield under the same reaction conditions.