title: Controllable Chemoselectivity in Visible-Light Photoredox Catalysis: Four Diverse Aerobic Radical Cascade Reactions.
abstract: Reported is the controllable selectivity syntheses of four distinct products from the same starting materials by visible-light photoredox catalysis. By employing a dicyanopyrazine-derived chromophore (DPZ) as photoredox catalyst, an aerobic radical mechanism has been developed, and allows the reactions of N-tetrahydroisoquinolines (THIQs) with N-itaconimides to through four different pathways, including addition-cyclization, addition-elimination, addition-coupling, and addition-protonation, with satisfactory chemoselectivity. The current strategy provide straightforward access to four different but valuable N-heterocyclic adducts in moderate to excellent yields.
authors.affiliation: Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, Henan, 475004 (P.R. China).
authors.forename: Xinfei
authors.initials: X
authors.lastname: Liu
authors.affiliation: Division of Chemistry and Biological Chemistry, Nanyang Technological University, 21 Nanyang Link, 637371 (Singapore). orgyxy@hotmail.com.
authors.forename: Xinyi
authors.initials: X
authors.lastname: Ye
authors.affiliation: Institute of Organic Chemistry and Technology, University of Pardubice, Faculty of Chemical Technology, Studentská 573, Pardubice, 53210 (Czech Republic).
authors.forename: Filip
authors.initials: F
authors.lastname: Bureš
authors.affiliation: Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, Henan, 475004 (P.R. China).
authors.forename: Hongjun
authors.initials: H
authors.lastname: Liu
authors.affiliation: Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, Henan, 475004 (P.R. China). chmjzy@henu.edu.cn.
authors.forename: Zhiyong
authors.initials: Z
authors.lastname: Jiang
mesh_terms: D002384:Catalysis; D061565:Cycloaddition Reaction; D005609:Free Radicals / Q000737:chemistry; D008027:Light; D010084:Oxidation-Reduction
chemical_list: D005609:Free Radicals
keywords: heterocycles; photochemisty; radicals; reaction mechanisms; synthetic methods