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Methyltrimethoxysilane (MTM) as a Reagent for Direct Amidation of Carboxylic Acids

[Image: see text] Methyltrimethoxysilane [MTM, CH(3)Si(OMe)(3)] has been demonstrated to be an effective, inexpensive, and safe reagent for the direct amidation of carboxylic acids with amines. Two simple workup procedures that provide the pure amide product without the need for further purification...

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Detalles Bibliográficos
Autores principales: Braddock, D. Christopher, Davies, Joshua J., Lickiss, Paul D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9007566/
https://www.ncbi.nlm.nih.gov/pubmed/35084870
http://dx.doi.org/10.1021/acs.orglett.1c04265
Descripción
Sumario:[Image: see text] Methyltrimethoxysilane [MTM, CH(3)Si(OMe)(3)] has been demonstrated to be an effective, inexpensive, and safe reagent for the direct amidation of carboxylic acids with amines. Two simple workup procedures that provide the pure amide product without the need for further purification have been developed. The first employs an aqueous base-mediated annihilation of MTM. The second involves simple product crystallization from the reaction mixture providing a low process mass intensity direct amidation protocol.