13490-93-2Relevant articles and documents
Tandem Transformation of Aldoximes to N-Methylated Amides Using Methanol
Paul, Bhaskar,Maji, Milan,Panja, Dibyajyoti,Kundu, Sabuj
supporting information, p. 5357 - 5362 (2019/11/14)
Tandem conversion of aldoximes to N-methylated amides with methanol in presence of a single Ru(II) catalyst is accomplished through the Ru(II)-mediated rearrangement followed by the reductive N-methylation. Employing this protocol, several aldoximes were directly transformed to the N-methylated amides using methanol. Kinetic experiments with H218O advocated that the aldoxime is acted as the nucleophile during the aldoxime to amide rearrangement process. Involvement of nitrile intermediate during this transformation is realized from the kinetic study. (Figure presented.).
Ruthenium-Catalyzed Synthesis of N-Methylated Amides using Methanol
Paul, Bhaskar,Panja, Dibyajyoti,Kundu, Sabuj
supporting information, p. 5843 - 5847 (2019/08/26)
An efficient synthesis of N-methylated amides using methanol in the presence of a ruthenium(II) catalyst is realized. Notably, applying this process, tandem C-methylation and N-methylation were achieved to synthesize α-methyl N-methylated amides. In addition, several kinetic studies and control experiments with the plausible intermediates were performed to understand this novel protocol. Furthermore, detailed computational studies were carried out to understand the mechanism of this transformation.
Synthesis of α-amino amides via N,O-acetals derived from Weinreb amides
Hirner, Sebastian,Somfai, Peter
supporting information; experimental part, p. 7798 - 7803 (2009/12/29)
(Chemical Equation Presented) An easy and straightforward synthesis of α-amino amides via a base-mediated rearrangement of modified Weinreb amides into N,O-acetals is presented. Subsequent arylation, alkylation, alkenylation, or alkynylation of this intermediate affords the corresponding R-amino amides in excellent yields. Furthermore, a more generalized protocol for the α-arylation of Weinreb amides lacking an R-amino moiety is also discussed.