PHOTOOXYGENATION OF VINYL SULFIDES - SUBSTITUENT EFFECTS ON THE [2+2] CYCLOADDITION VERSUS SCHENCK ENE REACTION MODES

被引:5
作者
ADAM, W [1 ]
KUMAR, AS [1 ]
SAHAMOLLER, CR [1 ]
机构
[1] UNIV WURZBURG,INST ORGAN CHEM,D-97074 WURZBURG,GERMANY
关键词
D O I
10.1016/0040-4039(95)01669-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Electron-accepting substituents at the para position of aryl vinyl sulfides 1 promote the ene reaction with singlet oxygen in competition with the usual [2+2] cycloaddition, while electron-donating substituents afford exclusively dioxetane product, which through their thermally labile nature decompose by C-C cleavage to the corresponding carbonyl fragments.
引用
收藏
页码:7853 / 7854
页数:2
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