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Divergent Rearrangements of Cyclopropyl-Substituted Fluoroepoxides Involving C-F Bond Cleavage and Formation
Alternative Title环丙基单氟环氧乙烷通过碳-氟键断裂与形成所进行的发散型重排
Luo T(罗涛); Zhang R(张锐); Zhang W(张伟); Shen X(沈晓); UMEMOTO TERUO; Hu JB(胡金波)
2014
Source PublicationOrg. Lett.
Volume16Issue:3Pages:888-891
AbstractUnprecedented divergent rearrangements of cyclopropyl-substituted fluoroepoxides are reported. In the presence of a catalytic amount of benzoic acid, cyclopropyl-substituted fluoroepoxides efficiently undergo 1,5-fluorine migration. However, when the fluoroepoxides are heated with K2CO3 at 60 degrees C, 1,2-fluorine migration occurs. The 1,5-fluorine migration is believed to proceed via a carbocation intermediate, while the 1,2-fluorine migration may involve a tight ion pair intermediate or proceed via a concerted process.
Subject Area氟化学
DOI10.1021/ol403644n
URL查看原文
Indexed BySCI
Language英语
Citation statistics
Cited Times:20[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/38817
Collection中科院有机氟化学重点实验室
Corresponding AuthorHu JB(胡金波)
Affiliation中科院上海有机化学研究所
Recommended Citation
GB/T 7714
Luo T,Zhang R,Zhang W,et al. Divergent Rearrangements of Cyclopropyl-Substituted Fluoroepoxides Involving C-F Bond Cleavage and Formation[J]. Org. Lett.,2014,16(3):888-891.
APA 罗涛,张锐,张伟,沈晓,UMEMOTO TERUO,&胡金波.(2014).Divergent Rearrangements of Cyclopropyl-Substituted Fluoroepoxides Involving C-F Bond Cleavage and Formation.Org. Lett.,16(3),888-891.
MLA 罗涛,et al."Divergent Rearrangements of Cyclopropyl-Substituted Fluoroepoxides Involving C-F Bond Cleavage and Formation".Org. Lett. 16.3(2014):888-891.
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