Pd-catalyzed synthesis of aryl and heteroaryl triflones from reactions of sodium triflinate with aryl (heteroaryl) triflates

Article abstract of DOI:10.1021/acs.joc.5b02523

A novel method for Pd-catalyzed triflination of aryl and heteroaryl triflates using NaSO₂CF₃ as the nucleophile is described. The combination of Pd₂(dba)₃ and RockPhos formed the most effective catalyst. A broad range of functional groups and heteroaromatic compounds were tolerated under the neutral reaction conditions. The order of reactivity ArOTf ≥ ArCl ≥ ArBr is consistent with transmetalation being a slow step of the reaction.