ChemInform Abstract: Transamidation of Primary Amides with Amines Catalyzed by Zirconocene Dichloride.

Abstract

Transamidation of Primary Amides with Amines Catalyzed by Zirconocene Dichloride. -Zirconocene dichloride is found to efficiently catalyze acylation reaction with amides [cf. (III)], transamidation reaction [cf. (V), (VIII), (XI)] and the reaction with ethyl carbamate [cf. (XIII)]. -(ATKINSON, B. N.; CHHATWAL, A. R.; LOMAX, H. V.; WALTON, J. W.; WILLIAMS*, J. M. J.; Chem. Commun. (Cambridge) 48 (2012) 95, 11626-11628, http://dx.doi.org/10.1039/c2cc37427g ; Univ. Bath, Bath BA2 7AY, UK; Eng.) -G. Mueller

Trimethylsilyl azide-promoted acid-amine coupling: A facile one-pot route to amides from carboxylic acids and amines

“…Therefore, the synthesis of amides is one of the hot topics in synthetic organic chemistry, which has received widespread attention, not only from the academic research aspect but also from the industrial perspective. So far, numerous strategies have been applied and reported for the synthesis of amides, such as the reaction of amines with carboxylic acid derivatives, 7,8 esters, 9,10 aldehydes 11,12 or alcohols, [24][25][26] rearrangement of aldoximes, 14,15 hydration of nitriles, 16 aminocarbonylation processes, 17,18 hydroamination of alkynes 19,20 transamidation, [21][22][23][24][25] Staudinger ligation, 26 and Staudinger-Vilarrasa reaction. 27 Recently, Benzoisothiazolone organo/Cu-cocatalyzed redox 28 and diselenide-catalyzed aerobic redox dehydration 29 protocols have developed for the amide/peptide bond formation.…”