title: Pd-Catalyzed Synthesis of Aryl and Heteroaryl Triflones from Reactions of Sodium Triflinate with Aryl (Heteroaryl) Triflates.
abstract: 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.
authors.affiliation: AbbVie Inc., Deutschland GmbH & Co. KG, Knollstraße, 67061 Ludwigshafen, Germany.
authors.forename: Lynette A
authors.initials: LA
authors.lastname: Smyth
authors.affiliation: AbbVie Inc., Process Research and Development, 1 North Waukegan Road, North Chicago, Illinois 60064, United States.
authors.forename: Eric M
authors.initials: EM
authors.lastname: Phillips
authors.affiliation: AbbVie Inc., Process Research and Development, 1 North Waukegan Road, North Chicago, Illinois 60064, United States.
authors.forename: Vincent S
authors.initials: VS
authors.lastname: Chan
authors.affiliation: AbbVie Inc., Discovery Chemistry and Technology, 1 North Waukegan Road, North Chicago, Illinois 60064, United States.
authors.forename: José G
authors.initials: JG
authors.lastname: Napolitano
authors.affiliation: AbbVie Inc., Discovery Chemistry and Technology, 1 North Waukegan Road, North Chicago, Illinois 60064, United States.
authors.forename: Rodger
authors.initials: R
authors.lastname: Henry
authors.affiliation: AbbVie Inc., Process Research and Development, 1 North Waukegan Road, North Chicago, Illinois 60064, United States.
authors.forename: Shashank
authors.initials: S
authors.lastname: Shekhar