2,4,6-Triphenylpyrylium tetrafluoroborate-photosensitized reactions of o-cinnamylphenols and o-hydroxystilbenes

被引:7
作者
Delgado, J [1 ]
Espinos, A [1 ]
Jimenez, MC [1 ]
Miranda, MA [1 ]
Tormos, R [1 ]
机构
[1] UNIV POLITECN VALENCIA,CSIC,INST TECNOL QUIM,DEPT QUIM,E-46071 VALENCIA,SPAIN
关键词
D O I
10.1016/S0040-4020(96)01010-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Direct irradiation of o-cinnamylphenols 1a-c led to mixtures of the cis-isomers 3a-c, the dihydrobenzofurans 4a-c and the dihydrobenzopyrans 5a-c. Under the same conditions, o-hydroxystilbenes 2a,b gave their cis-isomers 9a,b as single photoproducts. Using 2,4,6-triphenylpyrylium tetrafluoroborate as photosensitizer the reactions of the methyl- or methoxy- substituted derivatives appear to proceed via single electron transfer. Compounds 1b,c underwent oxidative fragmentation to the aldehydes 8b,c, while 2b cyclized to benzofuran 10b. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:681 / 688
页数:8
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