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Synlett 2001; 2001(1): 0077-0078
DOI: 10.1055/s-2001-9724
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Nucleophilic Trifluoromethylation of N-Tosyl Aldimines

G. K. Surya Prakash* , Mihirbaran Mandal, George A. Olah
  • *Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089-1661, USA; Fax 213 740 6270; E-mail: gprakash@.usc.edu
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Publication History

Publication Date:
31 December 2001 (online)

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TMSCF3 and tetrabutylammonium (triphenylsilyl) difluorosilicate (TBAT) were used for efficient nucleophilic trifluoromethylation to N-tosyl aldimines. Aromatic, aliphatic and α,β-unsaturated sulfonaldimines were efficiently trifluoromethylated to obtain the corresponding sulfonamide adducts in good to excellent yields.

amines - drugs - imines - nucleophilic addition - sulfonamides