Cyclic Ketones via the Reaction of Dithiols with 1,3-Dichloroacetone. An Unexpected Base-Catalyzed Rearrangement of α,α'-Dithia Ketones

Article abstract of DOI:10.1021/jo00058a042

The reaction of dithiols with 1,3-dichloroacetone under high dilution and catalyzed by cesium carbonate in DMF affords macrocyclic ketones in good yield.Examples of functionalized cyclophanes prepared in this way include 10, 15, 16, 19, 21, and 24.With Na