title: A traceless perfluoroalkylsulfonyl (PFS) linker for the deoxygenation of phenols.
abstract: [reaction: see text]. The synthesis of a novel perfluoroalkylsulfonyl (PFS) fluoride is described for use as a traceless linker in solid-phase organic synthesis. Attachment to the resin and subsequent coupling of a phenol affords a stable arylsulfonate that behaves as a support-bound aryl triflate. Palladium-mediated reductive cleavage of a wide variety of phenols generated the parent arenes. The resin-bound aryl triflate was shown to be stable to reductive amination conditions, and the traceless synthesis of Meclizine is reported.
authors.affiliation: Affymax Research Institute, 4001 Miranda Avenue, Palo Alto, California 94304, USA.
authors.forename: Y
authors.initials: Y
authors.lastname: Pan
authors.forename: C P
authors.initials: CP
authors.lastname: Holmes