title: Practical, modular, and general synthesis of 3-coumaranones through gold-catalyzed intermolecular alkyne oxidation strategy.
abstract: A gold-catalyzed intermolecular alkyne oxidation for the preparation of 3-coumaranones has been developed. Using 8-isopropylquinoline N-oxides as oxidants, the reactions of o-ethynylanisoles afford versatile 3-coumaranones in moderate to good isolated yields. The synthetic utility of this chemistry is also indicated by the synthesis of the natural product sulfuretin.
authors.affiliation: State Key Laboratory for Physical Chemistry of Solid Surfaces, Key Laboratory for Chemical Biology of Fujian Province and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005 (China), Fax: (+86) 592-218-5833.
authors.forename: Chao
authors.initials: C
authors.lastname: Shu
authors.forename: Rongfu
authors.initials: R
authors.lastname: Liu
authors.forename: Shuang
authors.initials: S
authors.lastname: Liu
authors.forename: Jian-Qiao
authors.initials: JQ
authors.lastname: Li
authors.forename: Yong-Fei
authors.initials: YF
authors.lastname: Yu
authors.forename: Qiao
authors.initials: Q
authors.lastname: He
authors.forename: Xin
authors.initials: X
authors.lastname: Lu
authors.forename: Long-Wu
authors.initials: LW
authors.lastname: Ye
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D008968:Molecular Conformation; D010084:Oxidation-Reduction
chemical_list: C585771:3-coumaranone; D000480:Alkynes; D001688:Biological Products; D003374:Coumarins; D006046:Gold
keywords: alkynes; gold; heterocycles; homogeneous catalysis; oxidation