A strategy for isotope containment during radiosynthesis—devolatilisation of bromobenzene by fluorous-tagging–Ir-catalysed borylationen 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. [¹⁴C] labelled) bromobenzene.