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

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posted on 2023-01-22, 22:04 authored by Dong Lu, Songhua Chen, Niu Tang, Shuang-Feng Yin, Nobuaki Kambe, Renhua Qiu
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.