title: Regioselective Electrophilic Fluorination of Rationally Designed Imidazole Derivatives.
abstract: We report the regioselective and direct functionalization of rationally designed imidazole derivatives through electrophilic fluorination with N-fluorobenzenesulfonimide enabled via in situ deprotonation with lithium 2,2,6,6-tetramethylpiperidine. Aided by a controlled protecting group switch, we were able to effectively target both the reactive 5- as well as the difficult to target 4-position of these molecules, leading to a series of fluorinated polysubstituted imidazoles in gram scale.
authors.affiliation: Janssen Research & Development, LLC , 3210 Merryfield Row, San Diego, California 92121, United States.
authors.forename: Klaus
authors.initials: K
authors.lastname: Albertshofer
authors.affiliation: Janssen Research & Development, LLC , 3210 Merryfield Row, San Diego, California 92121, United States.
authors.forename: Neelakandha S
authors.initials: NS
authors.lastname: Mani