Site-Selective Electrochemical Intramolecular C(sp(2))-H Selenylation for Dibenzoselenophene Synthesis

位点选择性电化学分子内C(sp(2))-H硒化反应合成二苯并硒吩

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Abstract

We report a robust and eco-conscious electrosynthetic protocol for efficiently constructing structurally diverse and biologically relevant dibenzoselenophenes. This transformation proceeds via electrochemical intramolecular C-H activation of bis(biaryl) diselenides, employing LiClO(4) as a green electrolyte and tetrabutylammonium bromide as an additive, conducted in DMSO at 70 °C under a constant current of 10 mA using Pt/Pt electrodes. The newly developed method offers several notable advantages, including mild and energy-efficient conditions, transition-metal-free catalysis, short reaction times, high to excellent yields, broad substrate tolerance, scalability to gram-scale synthesis, operational simplicity, and environmental friendliness.

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