The first example of a singlet oxygen induced double bond migration during sulfide photooxidation. Experimental evidence for sulfone formation via a hydroperoxy sulfonium ylide

被引：14

作者：

Clennan, EL ^{[1
]}

Aebisher, D ^{[1
]}

机构：

[1] Univ Wyoming, Dept Chem, Laramie, WY 82071 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 03期

关键词：

D O I：

10.1021/jo016219t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first example of the formation of a sulfone concomitant with double bond migration during photooxidation of a sulfide is reported. Evidence is presented which demonstrates that the double bond migration is not a result of a prior acid-catalyzed rearrangement of an unrearranged sulfone precursor. This unusual observation is used to argue that the sulfone is formed via rearrangement of a hydroperoxy sulfonium. ylide intermediate.

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页码：1036 / 1037

页数：2

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