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The formation of indole derivatives in the photolysis of quinoline N-oxides.

✍ Scribed by O. Buchardt; C. Lohse

Publisher
Elsevier Science
Year
1966
Tongue
French
Weight
232 KB
Volume
7
Category
Article
ISSN
0040-4039

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✦ Synopsis

Tine photochemically induced formation of N-acetyl-2nydroxy-2,3_dihydroindoles (XII, R1 = CHS) in tautomeric equilibrium with the corresponding oxo-compounds (XI, Rl = CHS), from a series of 2-methylquinoline N-oxides (V), has recently been described (1;2). We wish to report that a similar reaction is also found in the photolysis of quinoline N-oxides without substituents in the 2-position.

The quinoline l-oxide hydrates (I), dissolved in benzene or ether were irradiated (Hanovia Q-81 or Q-700, Pyrex filter) until no more starting material could be detected by x This paper is no. VI in the series (Photochemical Studies").

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## Abstract The bridged aniline or 1‐naphthylamine derivatives 8–10 react with nitrous acid in the presence of perchloric acid to give the bridged diphenoquinone diiminium salts 12Β·2 HClO~4~, 17Β·2 HClO~4~, 19Β·2 HClO~4~ and 23. The same products are obtained from these substrates upon their reaction