The physicochemical properties of the electron-withdrawing SCF<sub>3</sub> group has been well exploited by synthetic chemists. Incorporation of this moiety can improve various chemical properties such as lipophilicity and bioavailability, which are essential in the fields of medicinal and agricultural chemistry. Similarly, the diaryl sulfide group (SPh) is a common scaffold in drug discovery. Synthetic strategies to form C-S bonds have received notable attention in recent years. However, most strategies involve metal catalyzed cross-couplings which involve expensive catalysts or require harsh conditions not suitable for sensitive functional groups. Therefore, our focus is to further investigate sulfenylation for intermediates relevant to the fields of chemistry and biology. We have developed a mild catalytic system to sulfenylate an array of substrates with several diverse substitutions off sulfur. Our method calls for a diaryl selenium catalyst and a thiosuccinimide reagent as a sulfur source at room temperature.

Mild catalytic method for sulfenylation of electron-rich aromatics

255th National Meeting (2018)

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