A novel method for the preparation of α,α′ -difluoroesters and acids using BrF3

Aviv Hagooly, Revital Sasson, Shlomo Rozen*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Alkyl-, haloalkyl-, and ketoalkyl-2-ethoxycarbonyl-1,3-dithianes were easily made from the appropriate primary or secondary alkyl bromides, 1,3-dithiane, and ethyl chloroformate. They were reacted with BrF3 to form the corresponding α,α-difluoro esters in 65-75% yield. Reaction conditions are very mild (1-2 min, 0 °C). The two sulfur atoms of the dithiane are essential for the reaction.

Original languageEnglish
Pages (from-to)8287-8289
Number of pages3
JournalJournal of Organic Chemistry
Volume68
Issue number21
DOIs
StatePublished - 17 Oct 2003

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