title: A strategy for isotope containment during radiosynthesis--devolatilisation of bromobenzene by fluorous-tagging-Ir-catalysed borylation en route to the 4-phenylpiperidine pharmacophore.
abstract: Syntheses of two 4-phenylpiperidines from bromobenzene have been developed involving anchoring to a fluorous-tag, Ir-catalysed borylation, Pd- and Co-catalysed elaboration then traceless cleavage. Although performed using 'cold' (i.e. unlabelled) bromobenzene as the starting material, these routes have been designed to minimise material loss via volatile intermediates and expedite purification during radiosynthesis from 'hot' (i.e. [(14)C] labelled) bromobenzene.
authors.affiliation: Department of Chemistry, South Kensington Campus, Imperial College, London, SW7 2AZ, UK. a.c.spivey@imperial.ac.uk
authors.forename: Alan C
authors.initials: AC
authors.lastname: Spivey
authors.forename: Laetitia J
authors.initials: LJ
authors.lastname: Martin
authors.forename: Chih-Chung
authors.initials: CC
authors.lastname: Tseng
authors.forename: George J
authors.initials: GJ
authors.lastname: Ellames
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Kohler
mesh_terms: D001895:Boron / Q000737:chemistry*; D001969:Bromobenzenes / Q000737:chemistry*; D002384:Catalysis; D007495:Iridium / Q000737:chemistry*; D007554:Isotopes; D010880:Piperidines / Q000737:chemistry*; D011854:Radiochemistry; D014835:Volatilization
chemical_list: D001969:Bromobenzenes; D007554:Isotopes; D010880:Piperidines; D007495:Iridium; C048151:4-phenylpiperidine; C032036:bromobenzene; D001895:Boron