Organic Chemistry Portal



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, California 90089-1661, Email:

G. K. S. Prakash, M. Mandal, G. A. Olah, Synlett, 2001, 77-78.

DOI: 10.1055/s-0034-1380210


TMSCF3 and tetrabutylammonium (triphenylsilyl) difluorosilicate (TBAT) were used for efficient nucleophilic trifluoromethylation of aromatic, aliphatic and α,β-unsaturated sulfonaldimines to yield the corresponding sulfonamide adducts in good to excellent yields.

see article for more examples

Fluoride-induced trifluoromethylation of carbonyl compounds with trifluoromethyltrimethylsilane (TMS-CF3). A trifluoromethide equivalent

G. K. S. Prakash, R. Krishnamurti, G. A. Olah, J. Am. Chem. Soc., 1989, 111, 393-395.

Key Words

amines, drugs, imines, nucleophilic addition, trifluoromethylation, sulfonamides

ID: J60-Y2001