Studies on organic fluorine compounds. XVIII. On the mechanism of the conversion of trifluoromethyl group to amino group on a quinoline ring.

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The mechanism for a novel reaction of a trifluoromethyl group as a leaving group is confirmed. Reaction of 2-(heptafluoro-n-propyl) quinoline with sodium amide gave 2-aminoquinoline, which shows that a perfluoroalkyl group could behave as a leaving group in some SNAr reactions. Tris (trifluoromethyl)-s-triazine gave a 1, 4-ammonia adduct, which shows that the reaction passed through addition-elimination mechanism.

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