title: Visible-light promoted catalyst-free imidation of arenes and heteroarenes.
abstract: We described herein a catalyst-free visible-light photolytic protocol for the imidation of arenes and heteroarenes. N-Bromosaccharin was identified as a viable and chemoselective nitrogen radical precursor that undergoes controllable homolytic cleavage under ambient light irradiation. The reaction can be applied to a number of arenes and heteroarenes with good chemo- and regioselectivity. Mechanistic studies revealed that radical chain termination by electron transfer-proton transfer (ET-PT) is the leading productive pathway for the reaction.
authors.affiliation: Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory for Molecular Recognition and Function, Institute of Chemistry, the Chinese Academy of Sciences Beijing, 100190 (China).
authors.forename: Lu
authors.initials: L
authors.lastname: Song
authors.forename: Long
authors.initials: L
authors.lastname: Zhang
authors.forename: Sanzhong
authors.initials: S
authors.lastname: Luo
authors.forename: Jin-Pei
authors.initials: JP
authors.lastname: Cheng
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007094:Imides / Q000138:chemical synthesis / Q000737:chemistry*; D008027:Light; D008958:Models, Molecular; D015394:Molecular Structure; D010782:Photolysis; D013816:Thermodynamics
chemical_list: D001555:Benzene Derivatives; D006571:Heterocyclic Compounds; D007094:Imides
keywords: CH imidation; N-bromosaccharin; photolysis; visible-light