Magnesium Metal-Mediated Reductive Trifluoromethylation of Aldehydes with Phenyl Trifluoromethyl Sulfone

Yanchuan Zhao, Jieming Zhu, Chuanfa Ni, Jinbo Hu*

*Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai 200032, P. R. of China, Email: jinbohusioc.ac.cn

Y. Zhao, J. Zhu, C. Ni, J. Hu, Synthesis, 2010, 1899-1904.

DOI: 10.1055/s-0029-1218752

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Abstract

Mercury(II) chloride efficiently activates magnesium metal to induce a desulfonylative trifluoromethylation process. The new reductive trifluoromethylation provides an alternative method for efficient trifluoromethylation of non-enolizable or enolizable aldehydes with readily available phenyl trifluoromethyl sulfone reagent.

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Nucleophilic Perfluoroalkylation of Imines and Carbonyls: Perfluoroalkyl Sulfones as Efficient Perfluoroalkyl-Transfer Motifs

G. K. S. Prakash, Y. Wang, R. Mogi, J. Hu, T. Mathew, G. A. Olah, Org. Lett., 2010, 12, 2932-2935.

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Key Words

alkylations, aldehydes, alcohols, trifluoromethylations, phenyl trifluoromethyl sulfone, magnesium

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ID: J66-Y2010-1540