title: Cu-catalyzed couplings of aryl iodonium salts with sodium trifluoromethanesulfinate.
abstract: A convenient method for the preparation of aryl trifluoromethylsulfones from the reactions of diaryliodonium salts with sodium trifluoromethanesulfinate in the presence of copper catalysts is described. Cuprous oxide in DMF was found to be the optimal catalyst for the reaction. The reaction conditions are tolerant of various functional groups as well as of various counteranions of the iodonium salt. The synthetic utility of the process is demonstrated by performing the reaction on a preparative scale (88 g).
authors.affiliation: Process Research and Development, AbbVie , 1 North Waukegan Road, North Chicago, Illinois 60064, United States.
authors.forename: Steven C
authors.initials: SC
authors.lastname: Cullen
authors.forename: Shashank
authors.initials: S
authors.lastname: Shekhar
authors.forename: Nandkishor K
authors.initials: NK
authors.lastname: Nere
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D012492:Salts / Q000737:chemistry; D013450:Sulfones / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D006845:Hydrocarbons, Fluorinated; D006847:Hydrocarbons, Iodinated; D008698:Mesylates; D012492:Salts; D013450:Sulfones; C000592252:sodium trifluoromethanesulfinate; D003300:Copper