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
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 43期
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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