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KOtBu/DMF-Mediated Hydroalkylation of Alkenes via Benzylic C–H Bond Activation
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2024-02-28 , DOI: 10.1021/acs.joc.3c02238
Qiming Zhu 1 , Jiajia Long 1 , Xianchen Song 1 , Kaifang Wang 1 , Jingkai Zeng 1 , Yuyuan Fan 1
Affiliation  

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.

中文翻译:


KOtBu/DMF 介导的通过苄基 C-H 键活化的烯烃加氢烷基化



证明了烯烃与苯甲基烃的催化加氢烷基化反应涉及t -BuOK/DMF 介导的苯甲基 C-H 键活化。这种直接且操作简单的方案可以快速、可靠地获得各种苄基化合物,且产率从良好到优异。活化二芳基甲烷(p K a ∼ 32.2)和苄基硫醚(p K a ∼ 30.8)或惰性烷基苯的苄基C-H都可以作为有用的合成平台,在温和的反应条件下方便地烷基化。
更新日期:2024-02-28
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