title: Palladium-catalyzed cross-coupling of 2-aryl-1,3-dithianes.
abstract: Palladium-catalyzed cross-coupling of aryl bromides with 2-aryl-1,3-dithianes is described. This methodology takes advantage of the relatively acidic benzylic proton of the dithiane, allowing it to act as a competent, polarity-reversed transmetalation reagent. This unique approach affords the ability to employ an orthogonal deprotection strategy, and practical routes to both diaryl ketones and diarylmethanes are illustrated. Cross-coupling of a range of aryl dithianes with aryl bromides, including scope and current limitations, is presented.
authors.affiliation: Department of Chemistry, Bryn Mawr College , 101 North Merion Avenue, Bryn Mawr, Pennsylvania 19010-2899, United States.
authors.forename: Summer A
authors.initials: SA
authors.lastname: Baker Dockrey
authors.forename: Alicia K
authors.initials: AK
authors.lastname: Makepeace
authors.forename: Jason R
authors.initials: JR
authors.lastname: Schmink