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

Synthesis of β-trifluoromethyl alcohols

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Various tertiary β-trifluoromethyl alcohols can be synthesized in good yields without transition metal catalysts via a radical trifluoromethylation of alkenes using in situ generated peroxide in NMP under O2 as the radical initiator.
C. Liu, Q. Lu, Z. Huang, J. Zhang, F. Liao, P. Peng, A. Lei, Org. Lett., 2015, 17, 6034-6037.


A green, oxidant-free electrochemical method enables radical bromination, chlorination and trifluoromethylation-formyloxylation of various alkenes with readily available halogen radical (NaCl, NaBr), and trifluoromethyl radical (CF3SO2Na) sources in DMF as formyloxylation reagent in an undivided electrochemical cell.
X. Sun, H.-X. Ma, T.-S. Mei, P. Fang, Y. Hu, Org. Lett., 2019, 21, 3167-3171.

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A constant current electrolysis synergizing with a Lewis-acid catalysis protocol enables an external oxidant-free oxytrifluoromethylation and aminotrifluoromethylation of styrene derivatives using sodium trifluoromethanesulfinate as the trifluoromethyl source.
L. Zhang, G. Zhang, P. Wang, Y. Li, A. Lei, Org. Lett., 2018, 20, 7396-7399.