title: Silver(I)-Catalyzed Iodination of Arenes: Tuning the Lewis Acidity of N-Iodosuccinimide Activation.
abstract: A mild and rapid method for the iodination of arenes that utilizes silver(I) triflimide as a catalyst for activation of N-iodosuccinimide has been developed. The transformation was found to be general for a wide range of anisole, aniline, acetanilide, and phenol derivatives and allowed the late-stage iodination of biologically active compounds such as PIMBA, a SPECT imaging agent of breast cancer, and (-)-IBZM, a dopamine D2 receptor antagonist. The method was also modified for the radioiodination of arenes using a one-pot procedure involving the in situ generation of [(125)I]-N-iodosuccinimide followed by the silver(I)-catalyzed iodination.
authors.affiliation: WestCHEM, School of Chemistry, The Joseph Black Building, University of Glasgow , Glasgow G12 8QQ, United Kingdom.
authors.forename: Daugirdas T
authors.initials: DT
authors.lastname: Racys
authors.affiliation: WestCHEM, School of Chemistry, The Joseph Black Building, University of Glasgow , Glasgow G12 8QQ, United Kingdom.
authors.forename: Salaheddin A I
authors.initials: SA
authors.lastname: Sharif
authors.affiliation: West of Scotland PET Centre, Greater Glasgow and Clyde NHS Trust, Glasgow G12 0YN, United Kingdom.
authors.forename: Sally L
authors.initials: SL
authors.lastname: Pimlott
authors.affiliation: WestCHEM, School of Chemistry, The Joseph Black Building, University of Glasgow , Glasgow G12 8QQ, United Kingdom.
authors.forename: Andrew
authors.initials: A
authors.lastname: Sutherland