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:	Zhenhua Ding, Naohiko Yoshikai
Format:	Article
Language:	English
Published:	Beilstein-Institut 2012-09-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	alkylation C–H functionalization cobalt indole vinylsilane
Online Access:	https://doi.org/10.3762/bjoc.8.174

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spelling	doaj-71f5ce115c2c424a8e9febeb94ab3e412021-02-02T04:44:50ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972012-09-01811536154210.3762/bjoc.8.1741860-5397-8-174C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activationZhenhua Ding0Naohiko Yoshikai1Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, SingaporeDivision of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, SingaporeDirect 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.https://doi.org/10.3762/bjoc.8.174alkylationC–H functionalizationcobaltindolevinylsilane
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Zhenhua Ding Naohiko Yoshikai
spellingShingle	Zhenhua Ding Naohiko Yoshikai C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation Beilstein Journal of Organic Chemistry alkylation C–H functionalization cobalt indole vinylsilane
author_facet	Zhenhua Ding Naohiko Yoshikai
author_sort	Zhenhua Ding
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
publisher	Beilstein-Institut
series	Beilstein Journal of Organic Chemistry
issn	1860-5397
publishDate	2012-09-01
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.
topic	alkylation C–H functionalization cobalt indole vinylsilane
url	https://doi.org/10.3762/bjoc.8.174
work_keys_str_mv	AT zhenhuading c2alkylationofnpyrimidylindolewithvinylsilaneviacobaltcatalyzedchbondactivation AT naohikoyoshikai c2alkylationofnpyrimidylindolewithvinylsilaneviacobaltcatalyzedchbondactivation
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C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation

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