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.本方法详细阐述了通过环化2-炔基苯胺与TMSCF3和THF反应制备2-环烷氧基-3-取代喹啉的工艺。该合成方法采用经济实惠且易于处理的TMSCF3，并利用市售的CuI催化剂，将广泛的2-炔基苯胺转化为具有优异化学选择性的2-二氟甲氧基-3-取代喹啉和2-碘氧基-3-取代喹啉，这些产物具有广泛的化学应用潜力。