Catalytic Staudinger-Vilarrasa Reaction for the Direct Ligation of Carboxylic Acids and Azides
Jordi Burés, Manuel Martín, Félix Urpí and Jaume Vilarrasa*
*Departament de Química Orgànica, Facultat de Química, Universitat de Barcelona, 08028 Barcelona, Catalonia, Spain, Email: jvilarrasaub.edu
J. Burés, M. Martín, F. Urpí, J. Vilarrasa, J. Org. Chem., 2009, 74, 2203-2206.
DOI: 10.1021/jo802825e
Abstract
2,2′-Dipyridyl diselenide catalyzes a direct reaction of carboxylic acids with azides and trimethylphosphine at room temperature. The mechanism of the process, which is not an aza-Wittig reaction, has been elucidated.
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proposed mechanism
Key Words
amides, Staudinger reaction, trimethylphosphine
ID: J42-Y2009-0820