title: Gold-Catalyzed Synthesis of Tropone and Its Analogues via Oxidative Ring Expansion of Alkynyl Quinols.
abstract: A new and convenient strategy for the synthesis of functionalized tropone derivatives based on the gold-catalyzed oxidative ring expansion of alkynyl quinols has been developed. The reaction proceeds via gold-catalyzed highly regioselective oxidation followed by 1,2-migration of a vinyl or phenyl group. Extension of this chemistry allows ready access to various seven- or six-membered ring systems such as benzotropones, benzooxepines, phenanthrenes, and quinolin-2(1H)-ones.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, People's Republic of China.
authors.forename: Jidong
authors.initials: J
authors.lastname: Zhao
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, People's Republic of China.
authors.forename: Jun
authors.initials: J
authors.lastname: Liu
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, People's Republic of China.
authors.forename: Xin
authors.initials: X
authors.lastname: Xie
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, People's Republic of China.
authors.forename: Shi
authors.initials: S
authors.lastname: Li
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, People's Republic of China.
authors.forename: Yuanhong
authors.initials: Y
authors.lastname: Liu
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001584:Benzoxepins / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010616:Phenanthrenes / Q000138:chemical synthesis / Q000737:chemistry; D015363:Quinolones / Q000138:chemical synthesis / Q000737:chemistry; D014334:Tropolone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000480:Alkynes; D001584:Benzoxepins; D010616:Phenanthrenes; D015363:Quinolones; D006046:Gold; D014334:Tropolone; C003730:tropone