Copper-Catalyzed Cyclization of 2‑Alkynylanilines to Give 2‑Haloalkoxy-3-alkyl(aryl)quinolines

Herein we describe a method to produce 2-haloalkoxy-3-substituted
quinolines via the cyclization of 2-alkynylanilines with TMSCF3 and THF. This synthetic method uses inexpensive and easy-to-handle
TMSCF3 and employs a commercially available CuI catalyst
to transform a broad range of 2-alkynylanilines into versatile 2-difluoromethoxy-3-substituted
quinolines and 2-iodoalkoxy-3-substituted quinolines with excellent
chemoselectivity.