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

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(sp2)–C­(sp3) bond format...

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Bibliographic Details
Published in:Journal of organic chemistry 2020-03, Vol.85 (5), p.3538-3547
Main Authors: Xia, Peng-Ju, Hu, Yuan-Zhuo, Ye, Zhi-Peng, Li, Xu-Jie, Xiang, Hao-Yue, Yang, Hua
Format: Article
Language:English
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Summary: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(sp2)–C­(sp3) bond formations of quinoxalin-2­(1H)-ones and alkenes, providing facile accesses to a range of functionalized alkylnitriles.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b03251