Synthesis of 4-(trifluoromethyl)isoquinolines. Influence of trifluoromethyl group on the Pictet–Gams ring closure reaction
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Add time:08/23/2019 Source:sciencedirect.com
Treatment of N-acyl-2-methoxy-2-(trifluoromethyl)arylethylamines under Pictet–Gams conditions afforded 4-methoxy-4-trifluoromethyl-3,4-dihydroisoquinolines which were aromatised by base catalysed methanol elimination. Earlier we described the synthesis of 2-oxazolines by conducting the Pictet–Gams sequence with N-acyl-2-hydroxy-2-(trifluoromethyl)arylethylamines. The operation of these two pathways is explained by the influence of the trifluoromethyl group.
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