4.7 Article

O-Perfluoropyridin-4-yl Oximes: Iminyl Radical Precursors for Photo- or Thermal-Induced N-O Cleavage in C(sp2) C(sp3) Bond Formation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 5, Pages 3538-3547

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b03251

Keywords

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Funding

  1. National Natural Science Foundation of China [21576296, 21776318, 21676302, 81703365]
  2. Fundamental Research Funds for Central South University [2019zzts222]

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O-Perfluoropyridin-4-yl group was first installed onto cycloketone oximes as a new electrophore, which was proven to be efficient iminyl radical precursors under photocatalytic and thermal conditions. A range of O-perfluoropyridin-4-yl oximes were successfully utilized in C(sp(2))-C(sp(3)) bond formations of quinoxalin-2(1H)-ones and alkenes, providing facile accesses to a range of functionalized alkylnitriles.

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