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KOtBu/DMF-Mediated Hydroalkylation of Alkenes via Benzylic C–H Bond Activation

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posted on 2024-02-28, 21:16 authored by Qiming Zhu, Jiajia Long, Xianchen Song, Kaifang Wang, Jingkai Zeng, Yuyuan Fan
Catalytic hydroalkylation reaction of alkenes with benzylic hydrocarbons involving t-BuOK/DMF-mediated benzylic C–H bond activation is demonstrated. This direct and operational simple protocol affords a rapid and reliable access to a wide scope of benzylic compounds in good-to-excellent yields. The benzylic C–H's of either activated diarylmethanes (pKa ∼ 32.2) and benzyl thioethers (pKa ∼ 30.8) or inert alkylbenzenes could all act as useful synthetic platforms to be conveniently alkylated under mild reaction conditions.

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