RESUMO
In this paper, we reported an efficient protocol for hydration of aryl(hetero) and alkyl nitriles toward primary amides with 0.1 equiv. NaOH in NH3·H2O-DMSO under mild conditions. Various substituted nitriles are smoothly converted to the corresponding amides with good to excellent isolated yields. Gram-scale reactions were also performed to produce the desired products in high yields. In addition, the excessive hydrolysis of the nitrile to form the corresponding carboxylic acid was also achieved with increasing the amount of NaOH and prolonging the reaction time.
Assuntos
Amidas/química , Amônia/química , Dimetil Sulfóxido/química , Nitrilas/química , Hidróxido de Sódio/química , Água/química , Ácidos Carboxílicos/química , Catálise , Química Verde , HidróliseRESUMO
A protocol of SO2F2-mediated installation of sulfonyl fluoride onto primary amides has been developed providing a new portal to sulfur(VI) fluoride exchange (SuFEx) click chemistry. The generated molecules contain pharmaceutically important amide and -SO2F moieties for application in the discovery of new therapeutics.