<div class="csl-bib-body">
<div class="csl-entry">Templ, J., Gjata, E., Getzner, F., & Schnürch, M. (2022). Monoselective N-Methylation of Amides, Indoles, and Related Structures Using Quaternary Ammonium Salts as Solid Methylating Agents. <i>Organic Letters</i>, <i>24</i>(40), 7315–7319. https://doi.org/10.1021/acs.orglett.2c02766</div>
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dc.identifier.issn
1523-7060
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dc.identifier.uri
http://hdl.handle.net/20.500.12708/136103
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dc.description.abstract
We herein report the use of phenyl trimethylammonium iodide (PhMe₃NI) as a safe, nontoxic, and easy-to-handle reagent for an absolutely monoselective N-methylation of amides and related compounds as well as for the N-methylation of indoles. In addition, we expanded the method to N-ethylation using PhEt₃NI. The ease of operational setup, high yields of ≤99%, high functional group tolerance, and especially the excellent monoselectivity for amides make this method attractive for late-stage methylation of bioactive compounds.
en
dc.description.sponsorship
Fonds zur Förderung der wissenschaftlichen Forschung (FWF)
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dc.language.iso
en
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dc.publisher
American Chemical Society (ACS)
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dc.relation.ispartof
Organic Letters
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dc.rights.uri
http://creativecommons.org/licenses/by/4.0/
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dc.subject
Indoles
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dc.subject
Iodides
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dc.subject
Methylation
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dc.subject
Quaternary Ammonium Compounds
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dc.subject
Amides
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dc.subject
Salts
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dc.title
Monoselective N-Methylation of Amides, Indoles, and Related Structures Using Quaternary Ammonium Salts as Solid Methylating Agents