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

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 CoBr2, bathocuproine, and cyclohexylmagnesium bromide. The reaction allows coupling between a series of N-pyrimidylindoles and vinylsilane...

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Main Authors: Ding, Zhenhua, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/79603
http://hdl.handle.net/10220/12709
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-796032023-02-28T19:30:08Z C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation Ding, Zhenhua Yoshikai, Naohiko School of Physical and Mathematical Sciences 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 CoBr2, 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. Published Version 2013-08-01T02:21:28Z 2019-12-06T13:29:05Z 2013-08-01T02:21:28Z 2019-12-06T13:29:05Z 2012 2012 Journal Article Ding, Z.,& Yoshikai, N. (2012). C2-Alkylation of N -pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation . Beilstein Journal of Organic Chemistry, 8, 1536-1542. 1860-5397 https://hdl.handle.net/10356/79603 http://hdl.handle.net/10220/12709 10.3762/bjoc.8.174 23019489 en Beilstein journal of organic chemistry © 2012 The Authors. This paper was published in Beilstein Journal of Organic Chemistry and is made available as an electronic reprint (preprint) with permission of Beilstein-Institut. The paper can be found at the following official DOI: [http://dx.doi.org/ 10.3762/bjoc.8.174]. One print or electronic copy may be made for personal use only. Systematic or multiple reproduction, distribution to multiple locations via electronic or other means, duplication of any material in this paper for a fee or for commercial purposes, or modification of the content of the paper is prohibited and is subject to penalties under law. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
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 CoBr2, 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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Ding, Zhenhua
Yoshikai, Naohiko
format Article
author Ding, Zhenhua
Yoshikai, Naohiko
spellingShingle Ding, Zhenhua
Yoshikai, Naohiko
C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation
author_sort Ding, Zhenhua
title 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_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_sort c2-alkylation of n-pyrimidylindole with vinylsilane via cobalt-catalyzed c–h bond activation
publishDate 2013
url https://hdl.handle.net/10356/79603
http://hdl.handle.net/10220/12709
_version_ 1759854629568380928

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