Cobalt Catalyzed N-Methylation of Amides using Methanol

被引：9

作者：

Paul, Bhaskar ^{[1
,2
]}

Maji, Milan ^{[1
]}

Panja, Dibyajyoti ^{[1
]}

Kundu, Sabuj ^{[1
]}

机构：

[1] Indian Inst Technol Kanpur, Dept Chem, Kanpur 208016, Uttar Pradesh, India

[2] Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 11卷 / 01期

关键词：

amide; cobalt; control experiments and DFT calculations; methanol activation; N-methylation; AMINES; PEPTIDES; PEROXIDES; ALCOHOLS; ACCESS; ACIDS;

D O I：

10.1002/ajoc.202100678

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Methylation of amide with methanol is reported in the presence of an in-situ generated cobalt catalyst. With this simple protocol, various amides were methylated in up to 99% yield. Notably, the involvement of active cobalt (I) hydride in this methylation process was revealed by control experiments. Deuterium labelling studies were carried out using methanol-d(4,) taking benzamide and the possible intermediate N-(hydroxymethyl)benzamide to understand this transformation. Additionally, DFT calculations for the amide-formaldehyde coupling were performed to elucidate the influence of catalyst in this step.

引用

页数：5

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