Photocycloaddition of 6-chloro-1,3-dimethyluracil to olefins

被引:0
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作者
Ohkura, K [1 ]
Nakamura, H [1 ]
Takahashi, H [1 ]
Seki, K [1 ]
机构
[1] Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 0610293, Japan
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D O I
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photoreaction of 6-chloro-1,3-dimethyluracil (6-ClDMU) with olefins having alkyl, alkoxy, and vinyl groups in acetone afforded the corresponding cyclobutapyrimidine derivatives with head-to-tail regiochemistry in appreciable yields, while the reaction with olefins bearing electron withdrawing groups gave no cycloadduct. Similar Photolysis of 6-ClDMU with phenylacetylene gave [2+2] cycloadduts, 3,5-diaza[4.2.0]oct-7-enes and diphenylquinazolines.
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页码:867 / 874
页数:8
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