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) toge
โฆ LIBER โฆ
Photochemical reaction of hindered aromatic ketones
โ Scribed by Teruo Matsuura; Yoshihiko Kitaura
- Publisher
- Elsevier Science
- Year
- 1967
- Tongue
- French
- Weight
- 115 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Irradiation of g-allqrlbenzophenones (I) results in formation of photoenols (II), which revert to the parent ketones in the dark.* 2,5-Dimethylaaetophenone also gives a aorrespending photoenoi, but is slowly aonverted into presumably a pinacol. 3 It appeared interesting to examine photochemical behaviors of highly hindered aromatic ketones, such aa III, which might be difficult to photoenolize because of a ateria hindrauoc,4 We wish to report the first example of benzoayalobutauol formation from 2-nethylphenyl ketones and 8 fragmentation reaction.
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