A route to 3-arylpiperidines, 3-arylpyridines, and 5-arylpiperidin-2-ones involving a radical 1, 4-aryl migration has been explored. The sequence requires a xanthate addition to an N- allylarylsulfonamide, followed by acetylation and treatment with dilauroyl peroxide to give the 1, 4-aryl transfer product, which upon acidic hydrolysis affords the desired piperidine derivative.