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Categories: C-C Bond Formation > Heteroatom-containing Molecules > Trifluoromethylation

Synthesis of β-trifluoromethyl amines


Recent Literature

The use of TFSP, a readily available trifluoromethylation reagent prepared from DMAP and Tf2O, enables a general method for the hydrotrifluoromethylation of styrenes under photoredox catalysis without polymerization. The substrate scope was further extended to unactivated alkenes, acrylates, acrylamides, and vinyl-heteroatom-substituted alkenes.
Y.-F. Yang, J.-H. Lin, J.-C. Xiao, Org. Lett., 2021, 23, 9277-9282.

Intermolecular aminotrifluoromethylation of alkenes catalyzed by [Ru(bpy)3]2+ under visible light irradiation achieves highly efficient and regioselective difunctionalization of C═C bonds, leading to various β-trifluoromethylamines. The reaction is also applied to "late-stage aminotrifluoromethylation" of steroid and amino acid scaffolds.
Y. Yasu, T. Koike, M. Akita, Org. Lett., 2013, 15, 2136-2139.


A mild and efficient DBN-mediated addition of α-(trifluoromethyl)styrenes to diazoles, triazoles, tetrazoles, and primary, secondary, and secondary cyclic amines provides various β-trifluoromethyl nitrogen-containing heterocycles and β-trifluoromethyl amines.
J. He, C. Liu, Y. Deng, Q. Zeng, Y. Zhang, Y. Liu, P. Zheng, S. Cao, Org. Lett., 2022, 24, 2299-2304.