Acid-catalyzed photoreaction of 6-chloro-1,3-dimethyluracil in frozen benzene: formation of novel cycloadducts, tetrahydropentaleno[1,2-e]pyrimidine-2,4-dione derivatives

Chemistry Letters

Volumn , Issue 1, 1997, Pages 99-100

  Ohkura, Kazue ^a   Noguchi, Yukari ^a   Seki, Koh Ichi ^a  

^a HEALTH SCIENCES UNIVERSITY OF HOKKAIDO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0031508895     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1997.99     Document Type: Article

References (14)

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2. I. Saito, S. Ito, T. Matsuura, and C. Hélène, Photochem. Photobiol., 33, 15-19 (1981).
3. K. Seki, N. Kanazashi, and K. Ohkura, Heterocycles, 32, 229 (1991).
4. K. Ohkura, N. Kanazashi, and K. Seki, Chem. Pharm. Bull., 41, 239 (1993).
5. K. Ohkura, N. Kanazashi, and K. Seki, Chem. Lett., 1993, 667.
6. A solution of a mixture of 1 (0.025 mmol) and an acid (0.05 mmol) in frozen benzene (5 ml) was irradiated with a high pressure mercury lamp in a degassed Pyrex tube for 1 h at -15 - 20°C.
7. 4, 5)
8. Details of the mechanism for the formation of 6 are not elucidated.
9. Yields were determined by 1H-NMR spectra.
10. All new compounds gave satisfactory elemental analyses.
11. +, 42), 217 (100).
12. +, 56), 217 (100).
13. +, 7.4), 217 (100).
14. Meta-cycloaddition of arenes to olefins has been investigated for long time; J. Photochem., J. Mattay, 37, 167 (1987), and references therein.