Taming elemental fluorine: Indirect use of fluorine for the synthesis of α-fluoroketones[1]

Shlomo Rozen, Ynon Menahem

Research output: Contribution to journalReview articlepeer-review

Abstract

Fluorine and sodium trifluoroacetate react at -75° to produce a variety of fluoroxy-compounds. Although it is possible to direct the reaction towards the formation of CF3COOF or CF3CF2OF, mixtures may be used when only the electrophilic fluorine has to be attached to the molecule of interest. Such is the case of the reaction of enol-acetates with the mixture of the fluoroxy reagents. A wide variety of compounds, including steroids and containing various functional groups, were tested. In most cases the desired α-fluoroketones were obtained in good to very good yields. The new fluorine containing compounds are the compounds numbered 2, 9, 11, 13, 15, 16 and 20.

Original languageEnglish
Pages (from-to)19-31
Number of pages13
JournalJournal of Fluorine Chemistry
Volume16
Issue number1
DOIs
StatePublished - Jul 1980

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