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CC BY ND NC 4.0 · Synthesis 2019; 51(01): 240-250
DOI: 10.1055/s-0037-1610378
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Alkylpotassium-Catalyzed Benzylic C–H Alkylation of Alkylarenes with Alkenes

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This work was partially supported by ACT-C, JST, and AMED (S.K.), and JSPS KAKENHI Grant Number JP 17H06448 (Y.Y.). I.S. thanks JSPS Research Fellowships for Young Scientists and MERIT program, The University of Tokyo, for financial support.
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Publication History

Received: 17 October 2018

Accepted: 18 October 2018

Publication Date:
26 November 2018 (online)


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Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue

Abstract

Catalytic benzylic C–H alkylation reactions of alkylarenes with alkenes such as β-substituted styrenes and vinylsilanes have been achieved by utilizing alkylpotassium as a catalyst. Various substituted toluene derivatives can be alkylated under mild reaction conditions to afford the desired functionalized hydrocarbons in moderate to high yields.

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