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Facial selectivity in the reaction of dihalocarbenes with 2-substituted 4,7-dihydro-1,3-dioxepines

✍ Scribed by Vitaly Yu. Fedorenko; Rustam N. Baryshnikov; Rusalia M. Vafina; Yurii G. Shtyrlin; Evgenii N. Klimovitskii

Publisher
Royal Society of Chemistry
Year
2007
Tongue
English
Weight
214 KB
Volume
17
Category
Article
ISSN
0959-9436

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Serendipity in perfluorinated series: un
Serendipity in perfluorinated series: unexpected synthesis of 7-(perfluoroalkyl)-2,3-dihydro-5H-1,4-dioxepin-5-one
✍ Barbara Villaume; Christine GΓ©rardin-Charbonnier; Sylvie ThiΓ©baut; Claude Selve πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 58 KB

Treatment of [2-(perfluoroalkyl)-1,3-dioxolan-2-yl]acetic acids with thionyl chloride and a 48% HBr solution yields 7-polyfluoroalkyl-2,3-dihydro-5H-1,4-dioxepine-5-one. The production of this unexpected entity is explained by a rearrangement mechanism proposed in this work.