title: Beyond a Protecting Reagent: DMAP-Catalyzed Cyclization of Boc-Anhydride with 2-Alkenylanilines.
abstract: A novel rapid synthesis of quinolines from 2-alkenylanilines has been described; the reaction involves an unexpected DMAP-catalyzed cyclization of 2-alkenylanilines with di-tert-butyl dicarbonate (Boc2O, 2.0 equiv), and a series of tert-butyl quinolin-2-yl carbonate with various functional groups have been synthesized in good yields under mild conditions. Furthermore, the tert-butyl quinolin-2-yl carbonate can be easily converted into corresponding quinolinones and 2-(pseudo)haloquinolines.
authors.affiliation: School of Pharmaceutical Science and Technology, Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University , Tianjin, 300072 P. R. China.
authors.forename: Ya-Nan
authors.initials: YN
authors.lastname: Huang
authors.affiliation: School of Pharmaceutical Science and Technology, Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University , Tianjin, 300072 P. R. China.
authors.forename: Yin-Long
authors.initials: YL
authors.lastname: Li
authors.affiliation: School of Pharmaceutical Science and Technology, Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University , Tianjin, 300072 P. R. China.
authors.forename: Jian
authors.initials: J
authors.lastname: Li
authors.affiliation: School of Pharmaceutical Science and Technology, Key Laboratory for Modern Drug Delivery & High-Efficiency, Tianjin University , Tianjin, 300072 P. R. China.
authors.forename: Jun
authors.initials: J
authors.lastname: Deng