Methyltrimethoxysilane (MTM) as a reagent for direct amidation of carboxylic acids
File(s)ol-2021-04265z.R1_Proof_hi.pdf (427.68 KB)
Accepted version
Author(s)
Braddock, David
Davies, Joshua
Lickiss, Paul
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.
Date Issued
2022-02-11
Date Acceptance
2022-01-26
Citation
Organic Letters, 2022, 24 (5), pp.1175-1179
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
Subjects
Organic Chemistry
03 Chemical Sciences
Publication Status
Published
Date Publish Online
2022-01-27