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Time-economical synthesis of selenofunctionalized heterocycles <i>via</i> I<sub>2</sub>O<sub>5</sub>-mediated selenylative heterocyclization

Chen-Fan Zhou, Yun‐Qian Zhang, Yun‐Qian Zhang, Yong Ling, Ming Liang, Xi Xia, Gong‐Qing Liu, Yanan Zhang, Yanan Zhang

2021Organic & Biomolecular Chemistry33 citationsDOI

Abstract

-mediated selenocyclizations of olefins with diselenides. Using this method, 116 selenomethyl-substituted heterocycles were synthesized with up to 97% isolated yield in minutes. Additional features of this new protocol include the use of an inorganic oxidant, mild conditions, and easy operation. Preliminary investigations suggest that the transformation operates through selenenyl iodide-induced electrophilic cyclization.

Topics & Concepts

ChemistryElectrophileYield (engineering)IodideCombinatorial chemistryTransformation (genetics)Organic chemistryCatalysisMetallurgyGeneBiochemistryMaterials scienceOrganoselenium and organotellurium chemistrySulfur-Based Synthesis TechniquesVanadium and Halogenation Chemistry