Serendipity in perfluorinated series: unexpected synthesis of 7-(perfluoroalkyl)-2,3-dihydro-5H-l,4-dioxepin-5-one

Authors
Villaume, B Gerardin-Charbonnier, C Thiebaut, S Selve, C
Citation
B. Villaume et al., Serendipity in perfluorinated series: unexpected synthesis of 7-(perfluoroalkyl)-2,3-dihydro-5H-l,4-dioxepin-5-one, TETRAHEDR L, 42(12), 2001, pp. 2305-2306
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
12
Year of publication
2001
Pages
2305 - 2306
Database
ISI
SICI code
0040-4039(20010318)42:12<2305:SIPSUS>2.0.ZU;2-K
Abstract
Treatment of [2-(perfluoroalkyl)-1,3-dioxolan-2-yl]acetic acids with thiony l 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 b y a rearrangement mechanism proposed in this work. (C) 2001 Elsevier Scienc e Ltd. All rights reserved.