Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF(2)

A new protocol for the decarboxylative Heck vinylation of benzoic acids is disclosed. In the presence of a catalyst system generated in situ from Pd(OAc)(2) (2 mol %), CuF(2) (2 equiv), and benzoquinone (0.5 equiv) in NMP, a wide range of olefins were coupled with various 2-nitrobenzoates at 130 °C...

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Detalles Bibliográficos
Autores principales: Gooßen, Lukas J, Zimmermann, Bettina, Knauber, Thomas
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2010
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2887305/
https://www.ncbi.nlm.nih.gov/pubmed/20563276
http://dx.doi.org/10.3762/bjoc.6.43
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author Gooßen, Lukas J
Zimmermann, Bettina
Knauber, Thomas
author_facet Gooßen, Lukas J
Zimmermann, Bettina
Knauber, Thomas
author_sort Gooßen, Lukas J
collection PubMed
description A new protocol for the decarboxylative Heck vinylation of benzoic acids is disclosed. In the presence of a catalyst system generated in situ from Pd(OAc)(2) (2 mol %), CuF(2) (2 equiv), and benzoquinone (0.5 equiv) in NMP, a wide range of olefins were coupled with various 2-nitrobenzoates at 130 °C with the release of carbon dioxide to afford the corresponding vinyl arenes in good yields.
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spelling pubmed-28873052010-06-18 Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF(2) Gooßen, Lukas J Zimmermann, Bettina Knauber, Thomas Beilstein J Org Chem Full Research Paper A new protocol for the decarboxylative Heck vinylation of benzoic acids is disclosed. In the presence of a catalyst system generated in situ from Pd(OAc)(2) (2 mol %), CuF(2) (2 equiv), and benzoquinone (0.5 equiv) in NMP, a wide range of olefins were coupled with various 2-nitrobenzoates at 130 °C with the release of carbon dioxide to afford the corresponding vinyl arenes in good yields. Beilstein-Institut 2010-05-03 /pmc/articles/PMC2887305/ /pubmed/20563276 http://dx.doi.org/10.3762/bjoc.6.43 Text en Copyright © 2010, Gooßen 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
Gooßen, Lukas J
Zimmermann, Bettina
Knauber, Thomas
Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF(2)
title Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF(2)
title_full Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF(2)
title_fullStr Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF(2)
title_full_unstemmed Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF(2)
title_short Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF(2)
title_sort pd-catalyzed decarboxylative heck vinylation of 2-nitrobenzoates in the presence of cuf(2)
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2887305/
https://www.ncbi.nlm.nih.gov/pubmed/20563276
http://dx.doi.org/10.3762/bjoc.6.43
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AT knauberthomas pdcatalyzeddecarboxylativeheckvinylationof2nitrobenzoatesinthepresenceofcuf2

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