Author's Final Manuscript
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.
This article was published by the ACS journal Organic Letters and is available here: http://pubs.acs.org/doi/abs/10.1021/ol502428h.
S. A. Baker, A. K. Makepeace, and J. R. Schmink. "Palladium-Catalyzed Cross-Coupling of 2-Aryl-1,3-dithianes." Organic Letters 16.18 (2014): 4730-4733.