Journal
ORGANIC LETTERS
Volume 25, Issue 4, Pages 676-681Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c04314
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In this study, a method for producing 2-haloalkoxy-3-substituted quinolines via cyclization of 2-alkynylanilines with TMSCF3 and THF was described. This synthetic method utilizes inexpensive and easy-to-handle TMSCF3 and a commercially available CuI catalyst to efficiently transform a wide range of 2-alkynylanilines into versatile 2-difluoromethoxy-3-substituted quinolines and 2-iodoalkoxy-3-substituted quinolines with excellent chemoselectivity.
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.
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