Convenient synthesis of fluorinated quinoline, 1,2-dihydroquinoline, and 1,2,3,4-tetrahydroquinoline derivatives |
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| Authors: | Hikaru Yanai Kosuke Kawada |
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| Institution: | a School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
b Research Laboratory, TOSOH F-TECH, Inc., 4988 Kaisei-cho, Shunan, Yamaguchi 746-0006, Japan |
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| Abstract: | A convenient synthetic method for 2-polyfluoroalkylated quinoline systems through the efficient generation of perfluoroalkylated imine from o-vinylanilines with perfluorinated hemiacetals or aldehyde hydrates was developed. In most cases, the major products are 2-polyfluoroalkyl-1,2-dihydroquinoline derivatives 3, which can be converted to either quinolines or 1,2,3,4-tetrahydroquinolines. |
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| Keywords: | Fluorinated heterocycles Quinoline 1 2-Dihydroquinoline Trifluoroacetaldehyde ethyl hemiacetal |
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