Journal
TETRAHEDRON
Volume 63, Issue 24, Pages 5300-5311Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2007.03.139
Keywords
pyridine-3,5-dicarbonitriles; drug-like molecules; aerobic oxidation; mechanistic study; library synthesis; microwave assisted reactions
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Mechanistic investigations into the multi-component synthesis of pyridine-3,5-dicarbonitriles have established a defined reaction pathway, particularly clarifying the role of aerobic oxidation in conversion of the intermediate 1,4-dihydropyridines into the final products. Based on such improved understanding of the reaction mechanism, optimised conditions for the preparation of compound libraries based on this core structure have been developed and represent a significant improvement in yield over existing protocols. Particularly, microwave assisted synthesis was found to provide a procedure suitable for high-throughput synthesis of pyridine-3,5-dicarbonitrile libraries. (c) 2007 Elsevier Ltd. All rights reserved.
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