Electrochemical Benzylic C(sp3)-H Imidation Enabled by Benzoic Acid Derived Radicals

被引：4
|
作者：
Qian, Peng [1 ]
Zhu, Dan [2 ,3 ]
Wang, Xiaoli [2 ,3 ]
Sun, Qi [4 ]
Zhang, Sheng [2 ,3 ]
机构：
[1] Fuyang Normal Univ, Engn Res Ctr Biomass Convers & Pollut Prevent Anhu, Biomass Derived Funct Oligosaccharides Engn Techno, Sch Chem & Mat Engn, Fuyang 236037, Anhui, Peoples R China
[2] Anhui Univ, Inst Phys Sci, Hefei 230601, Anhui, Peoples R China
[3] Anhui Univ, Inst Informat Technol, Hefei 230601, Anhui, Peoples R China
[4] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Anhui, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 09期
基金：
中国国家自然科学基金;
关键词：
C-H FUNCTIONALIZATION; SELECTIVE FUNCTIONALIZATION; BONDS; ACTIVATION; AMINATION;
D O I：
10.1021/acs.joc.4c00425
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We developed an electrochemical approach for benzylic C(sp(3))-H imidation by virtue of the in situ generated oxygen-centered radicals (OCRs). The electrochemical imidation provides a complementary approach to giving distinct imide products compared with previous acyloxylation products. This protocol exhibits good site selectivity and broad substrate generality. Moreover, the utility of the OCR-mediated protocol was extended to the electrochemical oxidation of silane, and its robustness was also highlighted by the imidation of complex substrates, which would otherwise be inaccessible for previous approaches. A plausible reaction mechanism was proposed to rationalize the experimental observations.
引用
收藏
页码：6395 / 6404
页数：10
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