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Direct Conversion of Carboxylic Acids to Alkyl Ketones

[Image: see text] An efficient and mild method for acyl–C(sp3) bond formation based on the direct conversion of carboxylic acids has been established. This protocol is enabled by the synergistic, Ir-photoredox/nickel catalytic cross-coupling of in situ activated carboxylic acids and alkyltrifluorobo...

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Autores principales: Amani, Javad, Molander, Gary A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5505169/
https://www.ncbi.nlm.nih.gov/pubmed/28604003
http://dx.doi.org/10.1021/acs.orglett.7b01588
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author Amani, Javad
Molander, Gary A.
author_facet Amani, Javad
Molander, Gary A.
author_sort Amani, Javad
collection PubMed
description [Image: see text] An efficient and mild method for acyl–C(sp3) bond formation based on the direct conversion of carboxylic acids has been established. This protocol is enabled by the synergistic, Ir-photoredox/nickel catalytic cross-coupling of in situ activated carboxylic acids and alkyltrifluoroborates. This versatile method is amenable to the cross-coupling of structurally diverse carboxylic acids with various potassium alkyltrifluoroborates, affording the corresponding ketones with high yields. In this operationally simple cross-coupling protocol, aliphatic ketones are obtained in one step from bench stable, readily available carboxylic acids.
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spelling pubmed-55051692018-06-12 Direct Conversion of Carboxylic Acids to Alkyl Ketones Amani, Javad Molander, Gary A. Org Lett [Image: see text] An efficient and mild method for acyl–C(sp3) bond formation based on the direct conversion of carboxylic acids has been established. This protocol is enabled by the synergistic, Ir-photoredox/nickel catalytic cross-coupling of in situ activated carboxylic acids and alkyltrifluoroborates. This versatile method is amenable to the cross-coupling of structurally diverse carboxylic acids with various potassium alkyltrifluoroborates, affording the corresponding ketones with high yields. In this operationally simple cross-coupling protocol, aliphatic ketones are obtained in one step from bench stable, readily available carboxylic acids. American Chemical Society 2017-06-12 2017-07-07 /pmc/articles/PMC5505169/ /pubmed/28604003 http://dx.doi.org/10.1021/acs.orglett.7b01588 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Amani, Javad
Molander, Gary A.
Direct Conversion of Carboxylic Acids to Alkyl Ketones
title Direct Conversion of Carboxylic Acids to Alkyl Ketones
title_full Direct Conversion of Carboxylic Acids to Alkyl Ketones
title_fullStr Direct Conversion of Carboxylic Acids to Alkyl Ketones
title_full_unstemmed Direct Conversion of Carboxylic Acids to Alkyl Ketones
title_short Direct Conversion of Carboxylic Acids to Alkyl Ketones
title_sort direct conversion of carboxylic acids to alkyl ketones
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5505169/
https://www.ncbi.nlm.nih.gov/pubmed/28604003
http://dx.doi.org/10.1021/acs.orglett.7b01588
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