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Synthesis of 2-Organoselenyl Quinolines via Electro-Oxidative Selenocyclization of Isocyanides
Peng-Fei Huang1, Jia-Le Fu1, Zhi-Gang Quan1
1Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China.
Abstract:
Organoselenium compounds and quinolines are widely used in drugs and materials. Herein, we report an electro-oxidative cyclization between isocyanides and diselenides to effectively synthesize 2-organoselenyl quinolines in a simple undivided cell without transition-metal catalysts or toxic oxidants. Gram-scale synthesis and postsynthetic modifications highlighted the practicality of this electrochemical strategy. A series of 2-organoselenyl quinolines are produced with up to 82% yield, good functional group tolerance and high atom efficiency under room temperature.
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