A Novel Method for Constructing a CF2 Group via the Reaction of Alkynes with BrF and IF Prepared Directly from the Corresponding Elements

Shlomo Rozen, Michael Brand

Research output: Contribution to journalArticlepeer-review

Abstract

The molecules of IF and BrF as entities, prepared from the respective elements, have practically never been used in organic chemistry. When reacted with various types of alkynes the unknown family of compounds containing CF2CX2 (X = I, Br) was obtained in good yields. With phenylacetylenes an additional substitution of one or both X atoms by fluorine was observed. Very deactivated triple bonds, such as 23 and 25, react successfully only with BrF. Since the starting material is F2 and most reactions are fast, this method should be suitable for synthesis of biologically interesting 18F-containing compounds. The main method used previously for introducing the elements of XF into organic molecules, namely with N-halo amides-anhydrous HF, is not suitable for reaction with alkynes.

Original languageEnglish
Pages (from-to)222-225
Number of pages4
JournalJournal of Organic Chemistry
Volume51
Issue number2
DOIs
StatePublished - 1986

Fingerprint

Dive into the research topics of 'A Novel Method for Constructing a CF2 Group via the Reaction of Alkynes with BrF and IF Prepared Directly from the Corresponding Elements'. Together they form a unique fingerprint.

Cite this