General and Scalable Approach to Trifluoromethyl-substituted Cyclopropanes

Abstract

CF3-cyclopropanes were prepared on a multigram scale by deoxyfluorination of cyclopropane carboxylic acids or their salts with sulfur tetrafluoride. For labile α-pyridine acetic acids, only the use of salts allowed to obtain the needed products. Derivatization of CF3-cyclopropanes into building blocks ready for the direct use in medicinal chemistry was performed.

General and Scalable Approach to Trifluoromethyl-Substituted Cyclopropanes

“…We hope that the results described in this work will be of interest to practitioner medicinal chemists and agrochemists, and that the bioisosteric replacement of the metabolically labile tert -butyl groups with CF 3 -cyclopropanes will become even more popular soon …”