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Application of Transition Metal Catalyzed Aldehyde-alkyne-amine Coupling Reactions to Tandem Reaction Sequences

其他書名	A Greener Approach to the Preparation of Useful Organic Compounds
出版	McGill University, 2009
URL	http://books.google.com.hk/books?id=2kDbjwEACAAJ&hl=&source=gbs_api

註釋Tandem reactions are multiple reactions occurring simultaneously in one-pot, where the product of each reaction is the substrate for the next. The hallmark of tandem reactions is a considerable increase in molecular complexity resulting from a single synthetic step. As this represents a substantial gain in efficiency and step-economy, all tandem reaction methodology represents a more sustainable, "Greener," approach to preparing more complex organic molecules from simple precursors. The aim of this study was to expand the two-step tandem reaction, aldehyde-alkyne-amine coupling, to include two to three additional intermolecular steps. The goal of green chemistry is for the means to justify the end, but for a proof a principle the end should also justify the means. We chose dipropargyl amines and isoindolines due to their well documented importance as synthetic precursors and biologically active compounds. We outline the development of methodology for the preparation of dipropargyl amines (Chapter 2) and isoindolines (Chapter 3) starting from simple amines, alkynes, and aldehydes in one-pot and a single synthetic operation.