TRIPHENYLPHOSPHINE REDUCTION OF THIOPHENE ENDOPEROXIDES - NUCLEOPHILIC-ATTACK ON SULFUR VERSUS BIPHILIC INSERTION INTO THE PEROXIDE BOND

被引：6

作者：

ADAM, W ^{[1
]}

WEINKOTZ, S ^{[1
]}

机构：

[1] UNIV WURZBURG,INST ORGAN CHEM,D-97074 WURZBURG,GERMANY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 41期

关键词：

D O I：

10.1016/0040-4039(95)01553-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The thiophene endoperoxide 2a, obtained by photooxygenation of thiophene 1a, led with triphenylphosphine to the furan 3a and betaine 4, while the 5-phenyl derivative 2b produced quantitatively furan 3b; two independent reaction pathways are proposed which entail nucleophilic attack on sulfur by triphenylphophine to afford entrione 5a and betaine 4 and biphilic insertion into the peroxide bond to generate furan 3a.

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页码：7431 / 7432

页数：2

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