Acid-catalyzed photocycloaddition of 6-chloro-1,3-dimethyluracil to polycyclic aromatic hydrocarbons

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作者
Ohkura, K [1 ]
Uchiyama, S
Sato, M
Diakur, JM
Seki, K
机构
[1] Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 0610293, Japan
[2] Univ Alberta, Fac Pharm & Pharmaceut Sci, Edmonton, AB T6G 2N8, Canada
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The acid-catalyzed photoreaction of 6-chloro-1,3-dimethyluracil (6-CIDMU) with various polycyclic arenes was investigated: UV-Irradiation of a solution of 6-CIDMU with phenanthrene (1a), 9-cyanophenanthrene (1b) and pyrene (1f) in cyclohexane effected 1,2-cycloaddition to furnish the corresponding cyclobutapyrimidines as the predominant adducts, while the substitution reaction with acenaphthene (1e) and chrysene (1g) proceeded to give the corresponding 6-aryl-1,3-dimethyluracils.
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页码:459 / 464
页数:6
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