posted on 2023-02-27, 20:04authored byCecilia
M. Hendy, Cameron J. Pratt, Nathan T. Jui, Simon B. Blakey
Here, we report an efficient and modular approach toward
the formation
of difluorinated arylethylamines from simple aldehyde-derived N,N-dialkylhydrazones and trifluoromethylarenes (CF3-arenes). This method relies on selective C–F bond
cleavage via reduction of the CF3-arene. We show that a
diverse set of CF3-arenes and CF3-heteroarenes
react smoothly with a range of aryl and alkyl hydrazones. The β-difluorobenzylic
hydrazine product can be selectively cleaved to form the corresponding
benzylic difluoroarylethylamines.