Synthesis of substituted quinolines by the electrophilic cyclization of n-(2-alkynyl)anilines

A wide variety of substituted quinolines ale readily synthesized under mild reaction conditions by the 6-endo-dig electrophilic cyclization of N-(2-alkynyl)anilines by ICI. I-2,Br-2. PhSeBr, and p-O2NC6H4SCl 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 Published by Elsevier Ltd