2-(Trifluoromethyl)quinolines from anilines: a novel mode of isomerization and cyclization
作者： Holger Keller , Manfred Schlosser
DOI: 10.1016/0040-4020(96)00168-8
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摘要: Deprotonation of N-ethylidene-tert-butylamine with lithium diisopropylamide and subsequent condensation Et trifluoroacetate gives 4-tert-butylamino-1,1,1-trifluorobut-3-en-2-one. An exchange the amino substituent occurs when latter compd. is treated anilines under mildly acidic conditions. When heated in presence phosphoryl trichloride, resulting 4-anilino-1,1,1-trifluorobut-3-en-2-ones undergo an N -> ortho shift side chain followed by cyclization dehydration to afford 2-(trifluoromethyl)quinolines. [on SciFinder (R)]
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