Synthèses de produits organofluorés VI Solvolyse de chlorofluorocyclopropanes

Abstract

Fluoro‐organic Syntheses VI: The Solvolysis of Chlorofluoro‐cyclopropanes 2‐Fluoro‐allylic carbocations, generated from 1‐chloro‐1‐fluoro‐cyclopropanes or 2‐fluoro‐allyl p ‐toluene‐sulfonates in water or acetic acid, undergo either proton loss or addition of hydroxyl or acetoxyl. In the latter case, an alkyl‐substituted 2‐fluoro‐allyl ion leads predominantly to the more branched product ( e.g. 3‐fluoro‐2‐methyl‐3‐buten‐2‐ol) which may be converted into the less branched one ( e.g. 2‐fluoro‐3‐methyl‐2‐buten‐2‐ol) through reversible reactions.