title: Electrophile-driven regioselective synthesis of functionalized quinolines.
abstract: Highly substituted 3-iodoquinolines bearing different alkyl and aryl moieties can be synthesized in moderate to excellent yields (up to 99%) by 6-endo-dig iodocyclization of 2-tosylaminophenylprop-1-yn-3-ols with molecular iodine (I(2)) under mild conditions. The cyclization is highly regioselective and the resulting 3-iodoquinolines can be further functionalized by various coupling reactions.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Chinese Academy of Science, Lanzhou, People's Republic of China.
authors.forename: Shaukat
authors.initials: S
authors.lastname: Ali
authors.forename: Hai-Tao
authors.initials: HT
authors.lastname: Zhu
authors.forename: Xiao-Feng
authors.initials: XF
authors.lastname: Xia
authors.forename: Ke-Gong
authors.initials: KG
authors.lastname: Ji
authors.forename: Yan-Fang
authors.initials: YF
authors.lastname: Yang
authors.forename: Xian-Rong
authors.initials: XR
authors.lastname: Song
authors.forename: Yong-Min
authors.initials: YM
authors.lastname: Liang
mesh_terms: D002384:Catalysis; D003500:Cyclization; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis* / Q000737:chemistry; D007455:Iodine / Q000737:chemistry; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D006847:Hydrocarbons, Iodinated; D011804:Quinolines; D007455:Iodine