PHOTOINDUCED REACTIONS .24. PHOTOSENSITIZED OXYGENATION OF HYDROXYLATED 9-PHENYLPURINES

被引:11
作者
MATSUURA, T
SAITO, I
机构
[1] Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Kyoto
关键词
D O I
10.1016/S0040-4020(01)83264-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photosensitized oxygenation of 1,3-dimethyl-9-phenylxanthine (5a) and 9-phenylxanthine (5b) in methanol in the presence of rose bengal gave as the major products the corresponding 4,5-dimethoxyuric acid derivatives 9a and 9b, respectively. Under similar conditions, 1,3-dimethyl-9-phenyluric acid (7a) and 9-phenyluric acid (7b) yielded 9a and 9b, respectively. In the case of 7a, 1,3-dimethyl-4-hydroxy-5-methoxy-9-phenyluric acid (10) was also obtained. Possible mechanisms involving peroxide intermediates, a 4,8-endo-peroxide 6 from 5 and a 4-hydroperoxide 8 from 6, are discussed. © 1969.
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页码:541 / &
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