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Base-Mediated Self-Organization of Acetylene Gas, Nitriles, and Ketones
Elena Yu Schmidt1, Nadezhda V Semenova1, Evgeniya A Golub'1
1A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Street, Irkutsk 664033, Russia.
Abstract:
An efficient approach to access diversely substituted pyridines via a three-component reaction of industrially available acetylene gas, nitriles, and ketones under basic conditions has been developed. This multimolecular self-organization is triggered by the addition of acetylenic carbanions to the C≡N bond of nitrile followed by the involvement of the ketone molecule to build up the pyridine ring. The broad range of simple substrates, one-pot operation, transition-metal-free conditions, and wide variety of synthesized pyridine-tailored heterocyclic systems make the approach of high practical value alone theoretically significant.
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