Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1314315 | Journal of Fluorine Chemistry | 2012 | 6 Pages |
A new, simple synthesis of 1,1-bis(trifluoromethyl)cyclopropanes has been discovered. It is based on the reaction of readily available 2,2-bis(trifluoromethyl)thietanes with tertiary phosphines in a polar solvent, which leads to an unusual desulfurization process, resulting in the formation of 1,1-bis(trifluoromethyl)-2-alkoxy cyclopropanes. The process of the corresponding thietanes appears to be sensitive to the steric volume of the atom connected to carbon in α-position to sulfur.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights• New method for the synthesis of 1,1-bis(trifluoromethyl)cyclopropanes was developed. • Reaction of fluorinated thietanes with phosphines results in the formation of cyclopropanes. • Plausible mechanism of new process is suggested.