Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane

Palladium catalysed carbonylation reactions using the meta- and para-iodo derivatives of all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane (4) are illustrated as the start point for a variety of functional group interconversions. The resultant benzaldehyde and benzoic acids offer novel building blocks...

Descripción completa

Detalles Bibliográficos
Autores principales: Ayoup, Mohammed Salah, Cordes, David B, Slawin, Alexandra M Z, O'Hagan, David
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4734450/
https://www.ncbi.nlm.nih.gov/pubmed/26877788
http://dx.doi.org/10.3762/bjoc.11.287
_version_ 1782412925110059008
author Ayoup, Mohammed Salah
Cordes, David B
Slawin, Alexandra M Z
O'Hagan, David
author_facet Ayoup, Mohammed Salah
Cordes, David B
Slawin, Alexandra M Z
O'Hagan, David
author_sort Ayoup, Mohammed Salah
collection PubMed
description Palladium catalysed carbonylation reactions using the meta- and para-iodo derivatives of all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane (4) are illustrated as the start point for a variety of functional group interconversions. The resultant benzaldehyde and benzoic acids offer novel building blocks for further derivatisation and facilitate the incorporation of the facially polarised all-cis-1,2,4,5-tetrafluorocyclohexane motif into more advanced molecular scaffolds.
format Online
Article
Text
id pubmed-4734450
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-47344502016-02-12 Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane Ayoup, Mohammed Salah Cordes, David B Slawin, Alexandra M Z O'Hagan, David Beilstein J Org Chem Full Research Paper Palladium catalysed carbonylation reactions using the meta- and para-iodo derivatives of all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane (4) are illustrated as the start point for a variety of functional group interconversions. The resultant benzaldehyde and benzoic acids offer novel building blocks for further derivatisation and facilitate the incorporation of the facially polarised all-cis-1,2,4,5-tetrafluorocyclohexane motif into more advanced molecular scaffolds. Beilstein-Institut 2015-12-21 /pmc/articles/PMC4734450/ /pubmed/26877788 http://dx.doi.org/10.3762/bjoc.11.287 Text en Copyright © 2015, Ayoup 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 Full Research Paper
Ayoup, Mohammed Salah
Cordes, David B
Slawin, Alexandra M Z
O'Hagan, David
Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane
title Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane
title_full Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane
title_fullStr Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane
title_full_unstemmed Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane
title_short Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane
title_sort selectively fluorinated cyclohexane building blocks: derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4734450/
https://www.ncbi.nlm.nih.gov/pubmed/26877788
http://dx.doi.org/10.3762/bjoc.11.287
work_keys_str_mv AT ayoupmohammedsalah selectivelyfluorinatedcyclohexanebuildingblocksderivativesofcarbonylatedallcis3phenyl1245tetrafluorocyclohexane
AT cordesdavidb selectivelyfluorinatedcyclohexanebuildingblocksderivativesofcarbonylatedallcis3phenyl1245tetrafluorocyclohexane
AT slawinalexandramz selectivelyfluorinatedcyclohexanebuildingblocksderivativesofcarbonylatedallcis3phenyl1245tetrafluorocyclohexane
AT ohagandavid selectivelyfluorinatedcyclohexanebuildingblocksderivativesofcarbonylatedallcis3phenyl1245tetrafluorocyclohexane

Ejemplares similares