Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents

[Image: see text] We describe the use of phenyl trimethylammonium iodide (PhMe(3)NI) as an alternative methylating agent for introducing a CH(3) group in α-position to a carbonyl group. Compared to conventional methylating agents, quaternary ammonium salts have the advantages of being nonvolatile, n...

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Autores principales: Templ, Johanna, Schnürch, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8938946/
https://www.ncbi.nlm.nih.gov/pubmed/35253422
http://dx.doi.org/10.1021/acs.joc.1c03158
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author Templ, Johanna
Schnürch, Michael
author_facet Templ, Johanna
Schnürch, Michael
author_sort Templ, Johanna
collection PubMed
description [Image: see text] We describe the use of phenyl trimethylammonium iodide (PhMe(3)NI) as an alternative methylating agent for introducing a CH(3) group in α-position to a carbonyl group. Compared to conventional methylating agents, quaternary ammonium salts have the advantages of being nonvolatile, noncancerogenic, and easy-to-handle solids. This regioselective method is characterized by ease of operational setup, use of anisole as green solvent, and yields up to 85%.
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spelling pubmed-89389462022-03-29 Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents Templ, Johanna Schnürch, Michael J Org Chem [Image: see text] We describe the use of phenyl trimethylammonium iodide (PhMe(3)NI) as an alternative methylating agent for introducing a CH(3) group in α-position to a carbonyl group. Compared to conventional methylating agents, quaternary ammonium salts have the advantages of being nonvolatile, noncancerogenic, and easy-to-handle solids. This regioselective method is characterized by ease of operational setup, use of anisole as green solvent, and yields up to 85%. American Chemical Society 2022-03-07 2022-03-18 /pmc/articles/PMC8938946/ /pubmed/35253422 http://dx.doi.org/10.1021/acs.joc.1c03158 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Templ, Johanna
Schnürch, Michael
Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents
title Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents
title_full Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents
title_fullStr Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents
title_full_unstemmed Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents
title_short Selective α-Methylation of Aryl Ketones Using Quaternary Ammonium Salts as Solid Methylating Agents
title_sort selective α-methylation of aryl ketones using quaternary ammonium salts as solid methylating agents
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8938946/
https://www.ncbi.nlm.nih.gov/pubmed/35253422
http://dx.doi.org/10.1021/acs.joc.1c03158
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AT schnurchmichael selectiveamethylationofarylketonesusingquaternaryammoniumsaltsassolidmethylatingagents

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