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Electrooxidative Metal‐Free Dehydrogenative α‐Sulfonylation of 1H‐Indole with Sodium Sulfinates

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A method for the electrochemical α-sulfonylation of 1H-indole with arenesulfinates was developed. A variety of indoles underwent this sulfonylation smoothly at room temperature under metal-free and chemical-oxidant-free conditions to afford… Click to show full abstract

A method for the electrochemical α-sulfonylation of 1H-indole with arenesulfinates was developed. A variety of indoles underwent this sulfonylation smoothly at room temperature under metal-free and chemical-oxidant-free conditions to afford indolyl aryl sulfones in good to high yields. This reaction was found to tolerate a variety of functional groups, including halides and cyclopropyl, ether, ester, and aldehyde groups. It was applied to the synthesis of biologically active 5-HT6 modulators.

Keywords: electrooxidative metal; sulfonylation; dehydrogenative sulfonylation; sulfonylation indole; metal free; free dehydrogenative

Journal Title: European Journal of Organic Chemistry
Year Published: 2017

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