102004-12-6Relevant articles and documents
Mild amidation of aldehydes with amines mediated by lanthanide catalysts
Seo, SungYong,Marks, Tobin J.
, p. 317 - 319 (2008)
(Chemical Equation Presented) Catalytic amidation of aldehydes with amines is efficiently mediated by homoleptic lanthanide amido complexes, Ln[N(SiMe 3)2]3 (Ln = La, Sm, and Y). Amidation reactivity follows the trend: La > Sm ≈ Y. These reactions proceed in high yield without added oxidants, bases, and/or heat or light, which are usually required in other catalytic amidation processes. The reaction is demonstrated with a variety of amines, with yields as high as 98% based on amine.
Boronic acid-DMAPO cooperative catalysis for dehydrative condensation between carboxylic acids and amines
Ishihara, Kazuaki,Lu, Yanhui
, p. 1276 - 1280 (2016/02/05)
Arylboronic acid and 4-(N,N-dimethylamino)pyridine N-oxide (DMAPO) cooperatively catalyse the dehydrative condensation reaction between carboxylic acids and amines to give the corresponding amides under azeotropic reflux conditions. This cooperative use is much more effective than their individual use as catalysts, and chemoselectively promotes the amide condensation of (poly)conjugated carboxylic acids. The present method is practical and scalable, and has been applied to the synthesis of sitagliptin and a drug candidate.
Novel quenchers for solution phase parallel synthesis
Nikam, Sham S.,Kornberg, Brian E.,Ault-Justus, Stephanie E.,Rafferty, Michael F.
, p. 1121 - 1124 (2007/10/03)
The bifunctionality of amino acids can be exploited by utilizing them as quenchers in rapid solution phase parallel synthesis. The amino group was used to covalently trap the excess electrophiles, whereas the carboxylic acid moiety was used to solubilize
