Journal
ORGANIC LETTERS
Volume 20, Issue 11, Pages 3211-3214Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01066
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Funding
- National Science Foundation [Che-1664565]
- SDSU LSAMP National Science Foundation [HRD-1302873]
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A Lewis base/Bronsted acid catalyzed aromatic sulfenylation is reported. These studies demonstrated that the incorporation of electron-rich sulfenyl groups proceeded in the absence of a Lewis base, with kinetic studies indicating an autocatalytic mechanism. The incorporation of electron-poor sulfenyl groups demonstrated little autocatalysis necessitating the use of a Lewis base. This method proved amenable to diverse arenes and heterocycles and was effective in the context of the late-stage functionalization of biologically active small molecules.
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