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

G. K. Surya Prakash*, Ying Wang, Ryo Mogi, Jinbo Hu, Thomas Mathew and George A. Olah

*Donald P. and Katherine B. Loker hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, Email: gprakashusc.edu

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

DOI: 10.1021/ol100918d (free Supporting Information)


Abstract

Alkoxide-induced nucleophilic pentafluoroethylation and trifluoromethylation of aldehydes, ketones, and imines using pentafluoroethyl phenyl sulfone and trifluoromethyl phenyl sulfone, respectively, have been successfully achieved.

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

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


Key Words

Perfluorinated Compounds, Alcohols, Benzylamines, α-trifluoromethyl amines


ID: J54-Y2010-1830