title: Azaanthraquinone assembly from N-propargylamino quinone via a Au(I)-catalyzed 6-endo-dig cycloisomerization.
abstract: A methodology to assemble the azaanthraquinone skeleton from N-propargylamino quinone by a Au(I)-catalyzed 6-endo-dig cycloisomerization was developed. The catalytic process was applied to the synthesis of alkaloid cleistopholine and its analogues. A mechanism involving benign nucleophilicity of the aminoquinone was proposed.
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China.
authors.forename: Chunhui
authors.initials: C
authors.lastname: Jiang
authors.forename: Min
authors.initials: M
authors.lastname: Xu
authors.forename: Shaozhong
authors.initials: S
authors.lastname: Wang
authors.forename: Huaqin
authors.initials: H
authors.lastname: Wang
authors.forename: Zhu-Jun
authors.initials: ZJ
authors.lastname: Yao
mesh_terms: D000880:Anthraquinones / Q000138:chemical synthesis* / Q000737:chemistry; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D016227:Benzoquinones / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006046:Gold / Q000737:chemistry*; D007536:Isomerism; D015394:Molecular Structure
chemical_list: D000880:Anthraquinones; D001372:Aza Compounds; D016227:Benzoquinones; C004532:quinone; D006046:Gold