Modular Routes to 1,3-Dithian-2-ones and 1,2-Dithiolanes

Convergent routes to 1,3-dithian-2-ones based on the radical addition of xanthates to alkenes possessing a suitably located (latent) leaving group are described. These can be converted into 1,2-dithiolanes by base-mediated hydrolysis and oxidation. A broad variety of functional groups can be introduced, and the process is modular, uses inexpensive starting materials and reagents, and is atom economical, because both sulfur atoms of the xanthate end up in the products.