Methylation of Arenols through Ni‐catalyzed C—O Activation with Methyl Magnesium Bromide

Direct alkylation of arenols with alkyl organometallic reagents has never been approached. Herein we reported the first successful example of nickel‐catalyzed methylation of arenols with methyl Grignard reagents to construct C(sp2)‐C(sp3) bond under mild conditions. The transformation was compatible...

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Bibliographic Details
Published inChinese journal of chemistry Vol. 36; no. 3; pp. 183 - 186
Main Authors Shi, Wen‐Juan, Shi, Zhang‐Jie
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag GmbH & Co. KGaA 01.03.2018
Wiley Subscription Services, Inc
Subjects
Alcohols
Alkylation
arenol
Benzyl alcohol
catalysis
cross coupling
Magnesium
Methylation
Naphthol
Nickel
Reagents
Substrates
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Summary:Direct alkylation of arenols with alkyl organometallic reagents has never been approached. Herein we reported the first successful example of nickel‐catalyzed methylation of arenols with methyl Grignard reagents to construct C(sp2)‐C(sp3) bond under mild conditions. The transformation was compatible with broad substrate scope of 2‐naphthol derivatives. Benzyl alcohol and biphenols were also suitable substrates for this methylation. The nickel‐catalyzed direct methylation of arenols with methyl Grignard reagent was solved under mild conditions. The transformation was compatible with various functional groups. Benzyl alcohol and biphenols were also suitable substrates.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201700664