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Cobalt-catalyzed alkyne-nitrile cyclotrimerization to form pyridines in aqueous solution
1Department of Chemistry, Washington State University, P.O. Box 644630, Pullman, Washington 99164-6430, USA. anson.fatland@colorado.edu
Organic Letters
|September 29, 2000
Abstract:
A new, water-soluble cobalt(I) catalyst has been used in the aqueous, chemospecific, cyclotrimerization of one nitrile with two alkynes for the synthesis of highly functionalized pyridines. Several different functional groups are well incorporated in this transformation, including unprotected alcohols, ketones, and amines. Double isotopic crossover data, as well as nitrile dependence on the rate of product formation, suggest associative rate-determining coordination of the nitrile.