Synthesis of N-CF3 hydrazines through radical trifluoromethylation of azodicarboxylates

Abstract

We report here the synthesis of a novel family of N-CF₃ hydrazines from a direct way involving the available and cheap Langlois reagent (CF₃SO₂Na). These derivatives have shown very high stability whatever the conditions used and are excellent precursors for building previously inaccessible N-CF₃ functionalized compounds, such as substituted hydrazides, hydrazine-amino-acids, hydrazones, N-aziridines and pyrazoles.