C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation

Direct C2-alkylation of an indole bearing a readily removable N-pyrimidyl group with a vinylsilane was achieved by using a cobalt catalyst generated in situ from CoBr(2), bathocuproine, and cyclohexylmagnesium bromide. The reaction allows coupling between a series of N-pyrimidylindoles and vinylsila...

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Detalles Bibliográficos
Autores principales: Ding, Zhenhua, Yoshikai, Naohiko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458779/
https://www.ncbi.nlm.nih.gov/pubmed/23019489
http://dx.doi.org/10.3762/bjoc.8.174
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author Ding, Zhenhua
Yoshikai, Naohiko
author_facet Ding, Zhenhua
Yoshikai, Naohiko
author_sort Ding, Zhenhua
collection PubMed
description Direct C2-alkylation of an indole bearing a readily removable N-pyrimidyl group with a vinylsilane was achieved by using a cobalt catalyst generated in situ from CoBr(2), bathocuproine, and cyclohexylmagnesium bromide. The reaction allows coupling between a series of N-pyrimidylindoles and vinylsilanes at a mild reaction temperature of 60 °C, affording the corresponding alkylated indoles in moderate to good yields.
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spelling pubmed-34587792012-09-27 C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation Ding, Zhenhua Yoshikai, Naohiko Beilstein J Org Chem Letter Direct C2-alkylation of an indole bearing a readily removable N-pyrimidyl group with a vinylsilane was achieved by using a cobalt catalyst generated in situ from CoBr(2), bathocuproine, and cyclohexylmagnesium bromide. The reaction allows coupling between a series of N-pyrimidylindoles and vinylsilanes at a mild reaction temperature of 60 °C, affording the corresponding alkylated indoles in moderate to good yields. Beilstein-Institut 2012-09-14 /pmc/articles/PMC3458779/ /pubmed/23019489 http://dx.doi.org/10.3762/bjoc.8.174 Text en Copyright © 2012, Ding and Yoshikai 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 Letter
Ding, Zhenhua
Yoshikai, Naohiko
C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation
title C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation
title_full C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation
title_fullStr C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation
title_full_unstemmed C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation
title_short C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation
title_sort c2-alkylation of n-pyrimidylindole with vinylsilane via cobalt-catalyzed c–h bond activation
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458779/
https://www.ncbi.nlm.nih.gov/pubmed/23019489
http://dx.doi.org/10.3762/bjoc.8.174
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AT yoshikainaohiko c2alkylationofnpyrimidylindolewithvinylsilaneviacobaltcatalyzedchbondactivation

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