4.6 Article

Nickel-Catalyzed Reductive Coupling for Transforming Unactivated Aryl Electrophiles into β-Fluoroethylarenes

期刊

CHEMISTRY-AN ASIAN JOURNAL
卷 15, 期 1, 页码 156-162

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201901490

关键词

Homobenzylic Fluoride; Methodology and Reactions; Nickel; Reductive Coupling; Unactivated bond

资金

  1. National Natural Science Foundation of China [21502131]
  2. Science & Technology Department of Sichuan Province [2018JZ0061, 2018HH0128]
  3. Education Department of Sichuan Province [18CZ0024]
  4. Key Laboratory of Vanadium and Titanium of Sichuan Province [2018FTSZ03]
  5. Sichuan University of Science and Engineering [2017RCL03]

向作者/读者索取更多资源

We report herein a facile synthetic method for converting unactivated (hetero)aryl electrophiles into beta-fluoroethylated (hetero)arenes via nickel-catalyzed reductive cross-couplings. This coupling reaction features the involvement of FCH2CH2 radical intermediate rather than beta-fluoroethyl manganese species which provides effective solutions to the problematic beta-fluoride side eliminations. The practical value of this protocol is further demonstrated by the late-stage modification of several complex ArCl or ArOH-derived bioactive molecules.

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