Methyltrimethoxysilane (MTM) as a reagent for direct amidation of carboxylic acids

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Title: Methyltrimethoxysilane (MTM) as a reagent for direct amidation of carboxylic acids
Authors: Braddock, D
Davies, J
Lickiss, P
Item Type: Journal Article
Abstract: Methyltrimethoxysilane [MTM, CH3Si(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.
Issue Date: 11-Feb-2022
Date of Acceptance: 26-Jan-2022
URI: http://hdl.handle.net/10044/1/94935
DOI: 10.1021/acs.orglett.1c04265
ISSN: 1523-7052
Publisher: American Chemical Society
Start Page: 1175
End Page: 1179
Journal / Book Title: Organic Letters
Volume: 24
Issue: 5
Copyright Statement: Copyright © 2022 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.orglett.1c04265
Keywords: Organic Chemistry
03 Chemical Sciences
Publication Status: Published
Embargo Date: 2023-01-26
Online Publication Date: 2022-01-27
Appears in Collections:Chemistry
Faculty of Natural Sciences