Cargando…

Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides

The synthesis of ketones through addition of organometallic reagents to aliphatic carboxylic acids is a straightforward strategy that is limited to organolithium reagents. More desirable Grignard reagents can be activated and controlled with a bulky aniline‐derived turbo‐Hauser base. This operationa...

Descripción completa

Detalles Bibliográficos
Autores principales: Colas, Kilian, V. D. dos Santos, A. Catarina, Kohlhepp, Stefanie V., Mendoza, Abraham
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9306512/
https://www.ncbi.nlm.nih.gov/pubmed/35084063
http://dx.doi.org/10.1002/chem.202104053
_version_ 1784752554482073600
author Colas, Kilian
V. D. dos Santos, A. Catarina
Kohlhepp, Stefanie V.
Mendoza, Abraham
author_facet Colas, Kilian
V. D. dos Santos, A. Catarina
Kohlhepp, Stefanie V.
Mendoza, Abraham
author_sort Colas, Kilian
collection PubMed
description The synthesis of ketones through addition of organometallic reagents to aliphatic carboxylic acids is a straightforward strategy that is limited to organolithium reagents. More desirable Grignard reagents can be activated and controlled with a bulky aniline‐derived turbo‐Hauser base. This operationally simple procedure allows the straightforward preparation of a variety of aliphatic and perfluoroalkyl ketones alike from functionalized alkyl, aryl and heteroaryl Grignard reagents.
format Online
Article
Text
id pubmed-9306512
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-93065122022-07-28 Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides Colas, Kilian V. D. dos Santos, A. Catarina Kohlhepp, Stefanie V. Mendoza, Abraham Chemistry Research Articles The synthesis of ketones through addition of organometallic reagents to aliphatic carboxylic acids is a straightforward strategy that is limited to organolithium reagents. More desirable Grignard reagents can be activated and controlled with a bulky aniline‐derived turbo‐Hauser base. This operationally simple procedure allows the straightforward preparation of a variety of aliphatic and perfluoroalkyl ketones alike from functionalized alkyl, aryl and heteroaryl Grignard reagents. John Wiley and Sons Inc. 2022-01-27 2022-02-16 /pmc/articles/PMC9306512/ /pubmed/35084063 http://dx.doi.org/10.1002/chem.202104053 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Research Articles
Colas, Kilian
V. D. dos Santos, A. Catarina
Kohlhepp, Stefanie V.
Mendoza, Abraham
Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides
title Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides
title_full Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides
title_fullStr Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides
title_full_unstemmed Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides
title_short Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo‐Organomagnesium Anilides
title_sort direct addition of grignard reagents to aliphatic carboxylic acids enabled by bulky turbo‐organomagnesium anilides
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9306512/
https://www.ncbi.nlm.nih.gov/pubmed/35084063
http://dx.doi.org/10.1002/chem.202104053
work_keys_str_mv AT colaskilian directadditionofgrignardreagentstoaliphaticcarboxylicacidsenabledbybulkyturboorganomagnesiumanilides
AT vddossantosacatarina directadditionofgrignardreagentstoaliphaticcarboxylicacidsenabledbybulkyturboorganomagnesiumanilides
AT kohlheppstefaniev directadditionofgrignardreagentstoaliphaticcarboxylicacidsenabledbybulkyturboorganomagnesiumanilides
AT mendozaabraham directadditionofgrignardreagentstoaliphaticcarboxylicacidsenabledbybulkyturboorganomagnesiumanilides