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Mn(OAc)3-Promoted Sulfonation-Cyclization Cascade via the SO3- Radical: The Synthesis of Heterocyclic Sulfonates.

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Herein we reported a Mn(OAc)3·2H2O promoted radical sulfonation from functionalized alkenes and potassium metabisulfite (K2S2O5). The reaction realized the construction of oxindole, quinolinone, isoquinoline-1,3-dione, or benzoxazine structural fragments and the… Click to show full abstract

Herein we reported a Mn(OAc)3·2H2O promoted radical sulfonation from functionalized alkenes and potassium metabisulfite (K2S2O5). The reaction realized the construction of oxindole, quinolinone, isoquinoline-1,3-dione, or benzoxazine structural fragments and the introduction of sulfonic moieties in one step. More than 50 heterocyclic sulfonates or their derivatives with various substituents were successfully prepared with high efficiency under mild conditions.

Keywords: sulfonation cyclization; oac promoted; sulfonation; cyclization cascade; heterocyclic sulfonates; promoted sulfonation

Journal Title: Organic letters
Year Published: 2022

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