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Catalytic N-methyl amidation of carboxylic acids under cooperative conditions
Amide is a fundamental group that is present in molecular structures of all domains of organic chemistry and the construction of this motif with high atom economy is the focus of the current research. Specifically, N-methyl amides are valuable building blocks in natural products and pharmaceutical s...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9284536/ https://www.ncbi.nlm.nih.gov/pubmed/35919177 http://dx.doi.org/10.1039/d2ra03255d |
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author | Yingxian, Li Wei, Chen Linchun, Zhao Ji-Quan, Zhang Yonglong, Zhao Chun, Li Bing, Guo Lei, Tang Yuan-Yong, Yang |
author_facet | Yingxian, Li Wei, Chen Linchun, Zhao Ji-Quan, Zhang Yonglong, Zhao Chun, Li Bing, Guo Lei, Tang Yuan-Yong, Yang |
author_sort | Yingxian, Li |
collection | PubMed |
description | Amide is a fundamental group that is present in molecular structures of all domains of organic chemistry and the construction of this motif with high atom economy is the focus of the current research. Specifically, N-methyl amides are valuable building blocks in natural products and pharmaceutical science. Due to the volatile nature of methyl amine, the generation of N-methyl amides using simple acids with high atom economy is rare. Herein, we disclose an atom economic protocol to prepare this valuable motif under DABCO/Fe(3)O(4) cooperative catalysis. This protocol is operationally simple and compatible with a range of aliphatic and (hetero)aromatic acids with very good yields (60–99%). Moreover, the Fe(3)O(4) can be easily recovered and high efficiency is maintained for up to ten cycles. |
format | Online Article Text |
id | pubmed-9284536 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-92845362022-08-01 Catalytic N-methyl amidation of carboxylic acids under cooperative conditions Yingxian, Li Wei, Chen Linchun, Zhao Ji-Quan, Zhang Yonglong, Zhao Chun, Li Bing, Guo Lei, Tang Yuan-Yong, Yang RSC Adv Chemistry Amide is a fundamental group that is present in molecular structures of all domains of organic chemistry and the construction of this motif with high atom economy is the focus of the current research. Specifically, N-methyl amides are valuable building blocks in natural products and pharmaceutical science. Due to the volatile nature of methyl amine, the generation of N-methyl amides using simple acids with high atom economy is rare. Herein, we disclose an atom economic protocol to prepare this valuable motif under DABCO/Fe(3)O(4) cooperative catalysis. This protocol is operationally simple and compatible with a range of aliphatic and (hetero)aromatic acids with very good yields (60–99%). Moreover, the Fe(3)O(4) can be easily recovered and high efficiency is maintained for up to ten cycles. The Royal Society of Chemistry 2022-07-15 /pmc/articles/PMC9284536/ /pubmed/35919177 http://dx.doi.org/10.1039/d2ra03255d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Yingxian, Li Wei, Chen Linchun, Zhao Ji-Quan, Zhang Yonglong, Zhao Chun, Li Bing, Guo Lei, Tang Yuan-Yong, Yang Catalytic N-methyl amidation of carboxylic acids under cooperative conditions |
title | Catalytic N-methyl amidation of carboxylic acids under cooperative conditions |
title_full | Catalytic N-methyl amidation of carboxylic acids under cooperative conditions |
title_fullStr | Catalytic N-methyl amidation of carboxylic acids under cooperative conditions |
title_full_unstemmed | Catalytic N-methyl amidation of carboxylic acids under cooperative conditions |
title_short | Catalytic N-methyl amidation of carboxylic acids under cooperative conditions |
title_sort | catalytic n-methyl amidation of carboxylic acids under cooperative conditions |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9284536/ https://www.ncbi.nlm.nih.gov/pubmed/35919177 http://dx.doi.org/10.1039/d2ra03255d |
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