Photoinduced Formation of Cubyl Aryl Thioethers and Synthesis of Monocubyl Analogue of Dapsone

1,4-Disubstituted
cubyl aryl thioethers were generated from the
corresponding iodocubanes and aryl thiolates upon UV irradiation in
dimethyl sulfoxide at room temperature. This simple procedure was
found to be compatible with a variety of substituted aryl thiolates.
This finding paved the way to a synthesis of the monocubyl analogue
of dapsone, a key molecule in the treatment of leprosy, also known
as Hansen’s disease, and of acne.