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Iodine‐catalyzed Regioselective Electrophilic (Fluoroalkyl) Sulfenylation of Indoles with (RSO2)2O via Deoxygenative Reduction

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A method for electrophilic C-H sulfenylation by deoxygenative reduction from less expensive and easily available sulfonic anhydrides is reported. This C−S bond-forming reaction allows a general access to sulfenyl electrophiles, including important trifluoromethyl and perfluoroalkyl derivatives that are otherwise difficult to achieve.


Abstract

A method for electrophilic C−H sulfenylation by deoxygenative reduction from less expensive and easily available sulfonic anhydrides is reported. This C−S bond-forming reaction allows a general access to sulfenyl electrophiles, including important trifluoromethyl, perfluoroalkyl and aryl derivatives that are otherwise difficult to afford. Under metal-free conditions, the reaction yielded 3-arylthio (Fluoroalkylthio) indoles in good to excellent yields. The catalytic technique tolerates a wide range of functional groups.

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