158189-39-0Relevant academic research and scientific papers
On DABAL-Me3 promoted formation of amides
Dubois, Nathalie,Glynn, Daniel,McInally, Thomas,Rhodes, Barrie,Woodward, Simon,Irvine, Derek J.,Dodds, Chris
supporting information, p. 9890 - 9897 (2013/10/22)
The range and utility of DABAL-Me3 couplings of methyl esters and free carboxylic acids with primary and secondary amines under a variety of conditions (reflux, sealed tube, microwave) has been compared for a significant range of coupling partners of relevance to the preparation of amides of interest in pharmaceutical chemistry. Commercial microwave reactors promote the fastest couplings and allow the use of significantly sterically hindered amines (primary and secondary) and carboxylic acids derivatives. The influence of microwave energy on the reaction system was shown to be typically related to thermal effects (over-pressuring and superheating).
Catalytic metathesis of simple secondary amides
Bell, Christen M.,Kissounko, Denis A.,Gellman, Samuel H.,Stahl, Shannon S.
, p. 761 - 763 (2007/10/03)
(Chemical Equation Presented) Trading places: The metathesis of secondary amides through a transacylation mechanism has been achieved by employing catalytic quantities of an organic imide and a Bronsted base (see scheme). Equilibrium-controlled exchange between various amide pairs is demonstrated for substrates bearing N-alkyl and N-aryl substituents.
