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Electrochemically Enabled Selenium Catalytic Synthesis of 2,1-Benzoxazoles from <i>o</i>-Nitrophenylacetylenes

Lin‐Wei Wang, Yufeng Feng, Hong-Min Lin, Haitao Tang, Ying‐Ming Pan

2021The Journal of Organic Chemistry37 citationsDOI

Abstract

The study reported an electrochemically mediated method for the preparation of 2,1-benzoxazoles from o-nitrophenylacetylenes. Different from the traditional electrochemical reduction of nitro to nitroso, the nitro group directly underwent a cyclization reaction with the alkyne activated by selenium cation generated by the anodic oxidation of diphenyl diselenide and finally produced the desired products.

Topics & Concepts

DiselenideDiphenyl diselenideSeleniumNitroAlkyneElectrochemistryNitrosoCatalysisChemistryAnodic oxidationCombinatorial chemistryInorganic chemistryMedicinal chemistryOrganic chemistryElectrodePhysical chemistryAlkylSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsSynthesis of Indole Derivatives
Electrochemically Enabled Selenium Catalytic Synthesis of 2,1-Benzoxazoles from <i>o</i>-Nitrophenylacetylenes | Litcius