title: Silver(I)-catalyzed annulation for the regioselective synthesis of N-imino-γ-carbolinium ylides from hydrazones of indole-3-carbonyl derivatives and propargylic alcohols.
abstract: A regioselective efficient synthetic approach to N-imino-γ-carbolinium ylides via AgOTf-catalyzed iminoannulation has been developed. This transformation proceeds via a silver(i) triflate-catalyzed consecutive Friedel-Crafts reaction/N-C bond formation sequence between the readily available indole derivatives and propargylic alcohols.
authors.affiliation: Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, People's Republic of China. zpzhan@xmu.edu.cn.
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhu
authors.forename: Xin-Rui
authors.initials: XR
authors.lastname: Shen
authors.forename: Hai-Tao
authors.initials: HT
authors.lastname: Tang
authors.forename: Min
authors.initials: M
authors.lastname: Lin
authors.forename: Zhuang-Ping
authors.initials: ZP
authors.lastname: Zhan
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D006835:Hydrazones / Q000737:chemistry*; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D002243:Carbolines; D006835:Hydrazones; D007097:Imines; D007211:Indoles; D008698:Mesylates; D020005:Propanols; C028255:propargyl alcohol; C012077:trifluoromethanesulfonic acid