title: Efficient synthesis of isochromanones and isoquinolines via Yb(OTf)3-catalyzed tandem oxirane/aziridine ring opening/Friedel-Crafts cyclization.
abstract: The first example of Yb(OTf)(3)-catalyzed tandem ring opening/Friedel-Crafts cyclization of oxiranyl and aziridinyl ketones via selective C-C bond cleavage under mild conditions was developed. Isochromanones and isoquinolines are formed in reasonable yields, which often serve as building blocks for complex chemical synthesis.
authors.affiliation: Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N, Zhongshan Road, Shanghai 200062, PR China.
authors.forename: Lai
authors.initials: L
authors.lastname: Wei
authors.forename: Junliang
authors.initials: J
authors.lastname: Zhang
mesh_terms: D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D002839:Chromans / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D005027:Ethylene Oxide / Q000737:chemistry*; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*
chemical_list: D001388:Aziridines; D002839:Chromans; D007546:Isoquinolines; D008698:Mesylates; D009942:Organometallic Compounds; C518808:ytterbium(III) triflate; C033132:aziridine; D005027:Ethylene Oxide