A convenient synthesis of N,N-bis(trifluoromethyl)anilines

[Display omitted] ► [ArN2][N(CF3)2] are convenient reagents for introduction of N(CF3)2 group. ► Decomposition of [ArN2][N(CF3)2] in the presence of CuI[WCA]·4 CH3CN salts. ► Properties and applications of Ar-N(CF3)2. ► 4-BrC6H4N(CF3)2 offers a variety of possibilities for further derivatisation. ►...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2012-03, Vol.135, p.176-182
Main Authors: Hirschberg, M.E., Ignat’ev, N.V., Wenda, A., Frohn, H.-J., Willner, H.
Format: Article
Language:English
Subjects:
Bi(aryl)coupling
Dediazotation
N,N-bis(trifluoromethyl)aniline
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Summary:[Display omitted] ► [ArN2][N(CF3)2] are convenient reagents for introduction of N(CF3)2 group. ► Decomposition of [ArN2][N(CF3)2] in the presence of CuI[WCA]·4 CH3CN salts. ► Properties and applications of Ar-N(CF3)2. ► 4-BrC6H4N(CF3)2 offers a variety of possibilities for further derivatisation. ► Various new (CF3)2N-aromatic compounds. A convenient synthesis of N,N-bis(trifluoromethyl)anilines by means of dediazotation reactions of previously unknown aryldiazoniumbis(trifluoromethyl)imides in the presence of CuI salts are described. Properties and applications of N,N-bis(trifluoromethyl)anilines in syntheses of aromatic compounds containing the (CF3)2N group are presented.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2011.10.014