Vicinal halofluorides have been prepared from the corresponding alkenes by reaction with a stoicheiometric amount of Bu4N+H2F3- as a source of fluoride anion and an excess of an N-halosuccinimide (NXS). The reaction products are obtained in good yields, with a prevalent Markownikoff regiochemistry. Olefins containing hydroxy, epoxy, acetoxy and alkoxy groups do not undergo side reactions under these reaction conditions.
TETRABUTYLAMMONIUM DIHYDROGENTRIFLUORIDE - AN EFFECTIVE SOURCE OF FLUORIDE-ION FOR HALOFLUORINATION OF ALKENES / D. Albanese, D. Landini, M. Penso, M. Pratelli. - In: GAZZETTA CHIMICA ITALIANA. - ISSN 0016-5603. - 121:12(1991), pp. 537-541.
TETRABUTYLAMMONIUM DIHYDROGENTRIFLUORIDE - AN EFFECTIVE SOURCE OF FLUORIDE-ION FOR HALOFLUORINATION OF ALKENES
D. AlbanesePrimo
;D. LandiniSecondo
;
1991
Abstract
Vicinal halofluorides have been prepared from the corresponding alkenes by reaction with a stoicheiometric amount of Bu4N+H2F3- as a source of fluoride anion and an excess of an N-halosuccinimide (NXS). The reaction products are obtained in good yields, with a prevalent Markownikoff regiochemistry. Olefins containing hydroxy, epoxy, acetoxy and alkoxy groups do not undergo side reactions under these reaction conditions.
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