Electrochemical Benzylic C(sp3)-H Imidation Enabled by Benzoic Acid Derived Radicals
Peng Qian1, Dan Zhu2, Xiaoli Wang2
1Engineering Research Center of Biomass Conversion and Pollution Prevention of Anhui Educational Institutions, Biomass-Derived, Functional Oligosaccharides Engineering Technology Research Center of Anhui Province, School of Chemistry and Material Engineering, Fuyang Normal University, Fuyang, Anhui 236037, China.
Abstract:
We developed an electrochemical approach for benzylic C(sp3)-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.
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