Photolysis and Thermolysis of 3-Diazothiochroman-4-one and Related Compounds

The photochemical and thermal reactions of 3-diazothiochroman-4-one (2a), 3-diazochroman-4-one (2b), 3-diazo-1-methyl-1, 2, 3, 4-tetrahydroquinolin-4-one (2c), and 2-diazo-1-tetralone (2d) were investigated. Wolff rearrangement was observed with 2a, 2c, and 2d only under photolytic conditions. In th...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1980/11/25, Vol.28(11), pp.3430-3433
Hauptverfasser: TAMURA, YASUMITSU, IKEDA, HIROYUKI, MUKAI, CHISATO, BAYOMI, SAID MOHAMAD M., IKEDA, MASAZUMI
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Sprache:eng
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Zusammenfassung:The photochemical and thermal reactions of 3-diazothiochroman-4-one (2a), 3-diazochroman-4-one (2b), 3-diazo-1-methyl-1, 2, 3, 4-tetrahydroquinolin-4-one (2c), and 2-diazo-1-tetralone (2d) were investigated. Wolff rearrangement was observed with 2a, 2c, and 2d only under photolytic conditions. In the case of 2a, migration of the thioether group competed with the above reaction.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.28.3430