title: Synthesis of Substituted Quinolines by the Electrophilic Cyclization of N-(2-Alkynyl)anilines.
abstract: A wide variety of substituted quinolines are readily synthesized under mild reaction conditions by the 6-endo-dig electrophilic cyclization of N-(2-alkynyl)anilines by ICl, I(2), Br(2), PhSeBr and p-O(2)NC(6)H(4)SCl. The reaction affords 3-halogen-, selenium- and sulfur-containing quinolines in moderate to good yields in the presence of various functional groups. Analogous quinolines bearing a hydrogen in the 3-position have been synthesized by the Hg(OTf)(2)-catalyzed ring closure of these same alkynylanilines.
authors.affiliation: Department of Chemistry, Iowa State University, Ames, Iowa 50011.
authors.forename: Xiaoxia
authors.initials: X
authors.lastname: Zhang
authors.forename: Tuanli
authors.initials: T
authors.lastname: Yao
authors.forename: Marino A
authors.initials: MA
authors.lastname: Campo
authors.forename: Richard C
authors.initials: RC
authors.lastname: Larock