Cobalt-catalyzed alkyne-nitrile cyclotrimerization to form pyridines in aqueous solution

Authors
Fatland, AW Eaton, BE
Citation
Aw. Fatland et Be. Eaton, Cobalt-catalyzed alkyne-nitrile cyclotrimerization to form pyridines in aqueous solution, ORG LETT, 2(20), 2000, pp. 3131-3133
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
20
Year of publication
2000
Pages
3131 - 3133
Database
ISI
SICI code
1523-7060(20001005)2:20<3131:CACTFP>2.0.ZU;2-P
Abstract
[GRAPHICS] A new, water-soluble cobalt(I) catalyst has been used in the aqueous, chemo specific, cyclotrimerization of one nitrile with two alkynes for the synthe sis of highly functionalized pyridines. Several different functional groups are well incorporated in this transformation, including unprotected alcoho ls, ketones, and amines. Double isotopic crossover data, as well as nitrile dependence on the rate of product formation, suggest associative rate-dete rmining coordination of the nitrile.