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Direct radical sulfonylation at α-C(sp3)-H of THF with sodium sulfinates in aqueous medium

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Abstract A direct transition-metal-free, convenient and highly regioselective synthesis of 2-alkyl/aryl sulfonyl tetrahydrofurans (THFs) has been achieved from THF and sodium sulfinates using K2S2O8 as a mild oxidant. This one-pot… Click to show full abstract

Abstract A direct transition-metal-free, convenient and highly regioselective synthesis of 2-alkyl/aryl sulfonyl tetrahydrofurans (THFs) has been achieved from THF and sodium sulfinates using K2S2O8 as a mild oxidant. This one-pot simple protocol involves an efficient radical cross coupling reaction in aqueous medium utilizing K2S2O8 as an inexpensive and easy to handle radical surrogate at room temperature.

Keywords: sodium sulfinates; aqueous medium; direct radical; thf sodium

Journal Title: Tetrahedron Letters
Year Published: 2019

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