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

ABSTRACT: 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.

SUBMITTER: Ding Z 

PROVIDER: S-EPMC3458779 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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

Ding Zhenhua Z   Yoshikai Naohiko N  

Beilstein journal of organic chemistry 20120914

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. ...[more]

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