There are many well-known efficient reagents for the organic synthesis from the classical textbooks, but not all of them are popular among chemists for real using in the laboratory practice. Despite the great achievements in the development of modern reagents and techniques some synthetic transformations, which require using of extremely toxic and hazard gaseous reagents is still remained useful. The SF4 is one of such reagents. Result as high toxicity and hazardous of this reagent many more safe analogues like DAST (Et2NSF3), Morph-DAST (O[(CH2)2]2NSF3), XtalFluor-E ([Et2N+=SF2]BF4-) etc. are researched. But unique properties of SF4 to replace the carbonyl oxygen with two fluorine atoms in some cases cannot be replaced by other analogues with keeping the efficiency of the process. So in this report we propose a very efficient methodology of obtaining of β-CF2 acids by direct flourination of β-ketoesters using SF4 as deoxofluorinating agent. The synthetic methodology is validated and optimized for multigram scale. The advantages and scope and limitation of the procedure are determined, the efficacy are and will be discussed.

Sulfur tetrafluoride as an effective reagent for semi-industrial fluorination of β-ketoesters: Safety vs efficacy

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.