title: A mild, ferrocene-catalyzed C-H imidation of (hetero)arenes.
abstract: A simple method for direct C-H imidation is reported using a new perester-based self-immolating reagent and a base-metal catalyst. The succinimide products obtained can be easily deprotected in situ (if desired) to reveal the corresponding anilines directly. The scope of the reaction is broad, the conditions are extremely mild, and the reaction is tolerant of oxidizable and acid-labile functionality, multiple heteroatoms, and aryl iodides. Mechanistic studies indicate that ferrocene (Cp2Fe) plays the role of an electron shuttle in the decomposition of the perester reagent, delivering a succinimidyl radical ready to add to an aromatic system.
authors.affiliation: Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors.forename: Klement
authors.initials: K
authors.lastname: Foo
authors.forename: Eran
authors.initials: E
authors.lastname: Sella
authors.forename: Isabelle
authors.initials: I
authors.lastname: Thomé
authors.forename: Martin D
authors.initials: MD
authors.lastname: Eastgate
authors.forename: Phil S
authors.initials: PS
authors.lastname: Baran
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry*; D002384:Catalysis; D005296:Ferrous Compounds / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007094:Imides / Q000138:chemical synthesis* / Q000737:chemistry; D000075163:Metallocenes; D015394:Molecular Structure
chemical_list: D001555:Benzene Derivatives; D005296:Ferrous Compounds; D006571:Heterocyclic Compounds; D007094:Imides; D000075163:Metallocenes; C004998:ferrocene