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Transition-metal-free and base promoted C–C bond formation via C–N bond cleavage of organoammonium salts
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2021-09-02 , DOI: 10.1039/d1ob01468d
Tao Zhang 1 , Kunyu Wang 1 , Yuting Ke 1 , Yuanyuan Tang 1 , Long Liu 1 , Tianzeng Huang 1 , Chunya Li 1 , Zhi Tang 1 , Tieqiao Chen 1
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A transition-metal-free and base promoted C–C bond forming reaction of benzyl C(sp3)–H bond with organoammonium salts via C–N bond cleavage has been reported. Benzyl ammonium salts as well as cinnamyl ammonium salt could couple readily with various benzyl C(sp3)–H species, producing the corresponding products in moderate to excellent yields with good functional group tolerance. Late stage chemical manipulation enabled the specific 1,2-diarylethane structure of products transformed into useful olefin compounds via dehydrogenation, which further demonstrated the utility of this reaction.

中文翻译:

无过渡金属和碱通过有机铵盐的 C-N 键断裂促进 C-C 键的形成

已经报道了无过渡金属和碱促进苄基 C(sp 3 )-H 键与有机铵盐通过C-N 键断裂形成 C-C 键的反应。苄基铵盐和肉桂基铵盐可以很容易地与各种苄基 C(sp 3 )-H 物质偶联,以中等至极好的收率生产相应的产品,并具有良好的官能团耐受性。后期化学操作使产物的特定 1,2-二芳基乙烷结构能够通过脱氢转化为有用的烯烃化合物,这进一步证明了该反应的实用性。
更新日期:2021-09-08
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