Formation of amides: one-pot condensation of carboxylic acids and amines mediated by TiCl(4)

A general procedure for the synthesis of amides via the direct condensation of carboxylic acids and amines in the presence of TiCl(4) is reported. The amidation reaction was performed in pyridine at 85 °C with a wide range of substrates providing the corresponding amide products in moderate to excel...

Descripción completa

Detalles Bibliográficos
Autores principales: Leggio, Antonella, Bagalà, Jessica, Belsito, Emilia Lucia, Comandè, Alessandra, Greco, Marianna, Liguori, Angelo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2017
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5602818/
https://www.ncbi.nlm.nih.gov/pubmed/29086872
http://dx.doi.org/10.1186/s13065-017-0318-9
Descripción
Sumario:A general procedure for the synthesis of amides via the direct condensation of carboxylic acids and amines in the presence of TiCl(4) is reported. The amidation reaction was performed in pyridine at 85 °C with a wide range of substrates providing the corresponding amide products in moderate to excellent yields and high purity. The reaction proceeds with low yields when both the carboxylic acid and the amine are sterically hindered. The process takes place with nearly complete preservation of the stereochemical integrity of chiral substrates. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1186/s13065-017-0318-9) contains supplementary material, which is available to authorized users.

Ejemplares similares