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Photochemical reaction of enamino ketones

โœ Scribed by K. Yamada; T. Konakahara; S. Ishihara; H. Kanamori; T. Itoh; K. Kimura; H. Iida

Publisher
Elsevier Science
Year
1972
Tongue
French
Weight
170 KB
Volume
13
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The photochemical cyclisation of enemines has been the subject of several recent investigations, but these studies have involved N-methyl enamines (tertiary amines).ls2 We wish now to report the photochemical synthesis of 5hydroxy-3,4-dihydro-1-benzazocines (IVa -e) from enamino ketones (IIa-e) together with the normal photocyclisation of N-methyl one (I) (secondary amine).

5,5-Dimethyl-J-(N-methylanilino)cyclohex-2-en-l-one (I) in an ether solution (5.5 x 10-h) was irradiated with a Pyrex-jacketed immersion lamp (>3000A)

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