Ruthenium-Catalyzed Synthesis of N‑Methylated Amides using Methanol

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 exp...

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Bibliographic Details
Published in:Organic letters 2019-08, Vol.21 (15), p.5843-5847
Main Authors: Paul, Bhaskar, Panja, Dibyajyoti, Kundu, Sabuj
Format: Article
Language:English
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b01925