Electrochemical Synthesis of trans-2,3-Disubstituted Aziridines via Oxidative Dehydrogenative Intramolecular C(sp3)–H Amination

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Electrochemical Synthesis of trans-2,3-Disubstituted Aziridines via Oxidative Dehydrogenative Intramolecular C(sp3)–H Amination

Wang, Huiqiao; Shi, Jianxue; Tan, Jiajing; Xu, Wenting; Zhang, Sheng; Xu, Kun

Organic letters, 12/2019, Volume: 21, Issue: 23

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An electrochemical oxidative dehydrogenative C(sp3)–H amination reaction to construct trans-2,3-disubstituted aziridines is reported, which avoids using external oxidants and generates only hydrogen gas as the byproduct. With KI as the mediator and electrolyte, the desired aziridines were prepared in good yields in an undivided cell at room temperature. The potential value of this mild electrochemical strategy was further highlighted by the gram-scale synthesis.

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