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Synthesis of Isoxazolines and Isoxazoles via Metal-Free Desulfitative Cyclization

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A novel, one-pot reaction for the synthesis of isoxazolines and isoxazoles is developed via a cascade process under metal-free conditions. The approach involves the formation of intramolecular C–N and C–O… Click to show full abstract

A novel, one-pot reaction for the synthesis of isoxazolines and isoxazoles is developed via a cascade process under metal-free conditions. The approach involves the formation of intramolecular C–N and C–O bonds and intermolecular C–C bonds from aromatic alkenes or alkynes and N-hydroxysulfonamides using hypervalent iodine(VII) and iodine as the oxidant. Activation of C–H and C–C bonds/construction of C–O bonds/elimination of SO2/C–N bond formation is achieved in sequence­ in the reaction system.

Keywords: isoxazoles via; isoxazolines isoxazoles; via metal; synthesis isoxazolines; metal free; synthesis

Journal Title: Synthesis
Year Published: 2018

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