title: Zinc-Catalyzed Alkyne Oxidation/C-H Functionalization: Highly Site-Selective Synthesis of Versatile Isoquinolones and β-Carbolines.
abstract: An efficient zinc(II)-catalyzed alkyne oxidation/C-H functionalization sequence was developed, thus leading to highly site-selective synthesis of a variety of isoquinolones and β-carbolines. Importantly, in contrast to the well-established gold-catalyzed intermolecular alkyne oxidation, over-oxidation can be completely suppressed in this system and the reaction most likely proceeds by a Friedel-Crafts-type pathway. Mechanistic studies and theoretical calculations are described.
authors.affiliation: State Key Laboratory for Physical Chemistry of Solid Surfaces & The Key Laboratory for Chemical Biology of Fujian Province, Department of Chemistry, Xiamen University, Xiamen 361005 (China).
authors.forename: Long
authors.initials: L
authors.lastname: Li
authors.affiliation: State Key Laboratory for Physical Chemistry of Solid Surfaces & The Key Laboratory for Chemical Biology of Fujian Province, Department of Chemistry, Xiamen University, Xiamen 361005 (China).
authors.forename: Bo
authors.initials: B
authors.lastname: Zhou
authors.affiliation: State Key Laboratory of Physical Chemistry of Solid Surfaces & Center for Theoretical Chemistry, Department of Chemistry, Xiamen University, Xiamen 361005 (China).
authors.forename: Yong-Heng
authors.initials: YH
authors.lastname: Wang
authors.affiliation: State Key Laboratory for Physical Chemistry of Solid Surfaces & The Key Laboratory for Chemical Biology of Fujian Province, Department of Chemistry, Xiamen University, Xiamen 361005 (China).
authors.forename: Chao
authors.initials: C
authors.lastname: Shu
authors.affiliation: State Key Laboratory for Physical Chemistry of Solid Surfaces & The Key Laboratory for Chemical Biology of Fujian Province, Department of Chemistry, Xiamen University, Xiamen 361005 (China).
authors.forename: Yi-Fei
authors.initials: YF
authors.lastname: Pan
authors.affiliation: State Key Laboratory of Physical Chemistry of Solid Surfaces & Center for Theoretical Chemistry, Department of Chemistry, Xiamen University, Xiamen 361005 (China). xinlu@xmu.edu.cn.
authors.forename: Xin
authors.initials: X
authors.lastname: Lu
authors.affiliation: State Key Laboratory for Physical Chemistry of Solid Surfaces & The Key Laboratory for Chemical Biology of Fujian Province, Department of Chemistry, Xiamen University, Xiamen 361005 (China). longwuye@xmu.edu.cn.
authors.forename: Long-Wu
authors.initials: LW
authors.lastname: Ye
mesh_terms: D000147:Acids, Heterocyclic / Q000737:chemistry*; D002243:Carbolines / Q000737:chemistry*; D002384:Catalysis; D009589:Nitrogen Oxides / Q000737:chemistry*; D010084:Oxidation-Reduction; D015032:Zinc / Q000737:chemistry*
chemical_list: D000147:Acids, Heterocyclic; D002243:Carbolines; D009589:Nitrogen Oxides; D015032:Zinc
keywords: heterocycles; homogeneous catalysis; nitrogen oxides; synthetic methods; zinc