Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations

This short review highlights the copper-mediated fluoroalkylation using perfluoroalkylated carboxylic acid derivatives. Carbon–carbon bond cleavage of perfluoroalkylated carboxylic acid derivatives takes place in fluoroalkylation reactions at high temperature (150–200 °C) or under basic conditions t...

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Detalles Bibliográficos
Autores principales: Sugiishi, Tsuyuka, Amii, Hideki, Aikawa, Kohsuke, Mikami, Koichi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4685791/
https://www.ncbi.nlm.nih.gov/pubmed/26734112
http://dx.doi.org/10.3762/bjoc.11.286
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author Sugiishi, Tsuyuka
Amii, Hideki
Aikawa, Kohsuke
Mikami, Koichi
author_facet Sugiishi, Tsuyuka
Amii, Hideki
Aikawa, Kohsuke
Mikami, Koichi
author_sort Sugiishi, Tsuyuka
collection PubMed
description This short review highlights the copper-mediated fluoroalkylation using perfluoroalkylated carboxylic acid derivatives. Carbon–carbon bond cleavage of perfluoroalkylated carboxylic acid derivatives takes place in fluoroalkylation reactions at high temperature (150–200 °C) or under basic conditions to generate fluoroalkyl anion sources for the formation of fluoroalkylcopper species. The fluoroalkylation reactions, which proceed through decarboxylation or tetrahedral intermediates, are useful protocols for the synthesis of fluoroalkylated aromatics.
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spelling pubmed-46857912016-01-05 Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations Sugiishi, Tsuyuka Amii, Hideki Aikawa, Kohsuke Mikami, Koichi Beilstein J Org Chem Review This short review highlights the copper-mediated fluoroalkylation using perfluoroalkylated carboxylic acid derivatives. Carbon–carbon bond cleavage of perfluoroalkylated carboxylic acid derivatives takes place in fluoroalkylation reactions at high temperature (150–200 °C) or under basic conditions to generate fluoroalkyl anion sources for the formation of fluoroalkylcopper species. The fluoroalkylation reactions, which proceed through decarboxylation or tetrahedral intermediates, are useful protocols for the synthesis of fluoroalkylated aromatics. Beilstein-Institut 2015-12-18 /pmc/articles/PMC4685791/ /pubmed/26734112 http://dx.doi.org/10.3762/bjoc.11.286 Text en Copyright © 2015, Sugiishi et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Review
Sugiishi, Tsuyuka
Amii, Hideki
Aikawa, Kohsuke
Mikami, Koichi
Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations
title Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations
title_full Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations
title_fullStr Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations
title_full_unstemmed Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations
title_short Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations
title_sort carbon–carbon bond cleavage for cu-mediated aromatic trifluoromethylations and pentafluoroethylations
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4685791/
https://www.ncbi.nlm.nih.gov/pubmed/26734112
http://dx.doi.org/10.3762/bjoc.11.286
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