On irradiation at -20", 5,6-epimino-5,6-dihydro-p-ionone (E)-3 rearranges to the products 6 and 7. The N-methyl derivative (E)-4 does not lead to any photoproduct upon brief irradiation; on prolonged irradiation, only unspecific photodecomposition is observed. The N-acylated derivative (E)-5 undergo
Photochemical Rearrangements of 6/6- and 6/5-Fused Cross-Conjugated Cyclohexadienones
β Scribed by Gonzalo Blay
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 67 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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## Abstract Thermolysis of 5,6βepiminoβ5,6βdihydroβΞ²βionone (**1**) and its __N__βmethyl derivative (**2**) leads to their monocyclic isomers **6** and **10**, respectively, presumably due to a direct [1,5]βH shift; on prolonged heating, these isomers are converted easily into pyrrole derivatives.
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