Copper-Mediated Selective Cyanofluoroolefination of Diazo Compounds with TMSCF2CN

Abstract

Fluorinated alkene-containing molecules are of growing importance in pharmaceutical and agrochemical applications. Herein, we describe a copper-mediated defluorinative coupling of TMSCF2CN with diazo compounds under mild conditions, providing straightforward access to highly E/Z-selective cyanofluoroalkenes. This method features broad functional group compatibility and is amenable to the late-stage functionalization of complex molecules. Furthermore, the presence of the cyano group offers a versatile handle for further derivatization of the resulting cyanofluoroalkene products.