4.7 Article

1,2-Alkylarylation of activated alkenes with dual C-H bonds of arenes and alkyl halides toward polyhalo-substituted oxindoles

期刊

ORGANIC CHEMISTRY FRONTIERS
卷 1, 期 11, 页码 1289-1294

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4qo00251b

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资金

  1. Hunan Provincial Natural Science Foundation of China [13JJ2018]
  2. Natural Science Foundation of China [21172060]
  3. Specialized Research Fund for the Doctoral Program of Higher Education [20120161110041]

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We describe here a new visible light facilitated radical strategy for 1,2-alkylarylation of activated alkenes with a C(sp(2))-H bond of arenes and a C(sp(3))-H bond of alkyl halides. This method achieves selective scission of the C(sp(3))-H bond adjacent to halide atoms leading to a halo-substituted alkyl radical, and provides a new synthetic utilization of aryl halides toward polyhalo-substituted oxindoles in good to excellent yields. Moreover, the concise transformation of the products, polyhalo-substituted oxindoles, into vinyl halides and alkynyl halides was also illustrated.

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