404-27-3Relevant articles and documents
The reaction of 4-substituted aryl isocyanates with NaBH4/trifluoroacetic acid (TFA)
Turnbull, Kenneth,Krein, Douglas M.
, p. 391 - 392 (1999)
Treatment of 4-substituted aryl isocyanates (cf. 2a-f) with NaBH4/TFA leads to the corresponding 4-substituted N,N-bis(2,2,2-trifluoroethyl)aniline derivatives (3a-d) in excellent yield except where an electron-withdrawing group is present (cf.
Carbon-Carbon Bond Formation of Trifluoroacetyl Amides with Grignard Reagents via C(O)-CF3 Bond Cleavage
Zhu, Longzhi,Le, Liyuan,Yan, Mingpan,Au, Chak-Tong,Qiu, Renhua,Kambe, Nobuaki
, p. 5635 - 5644 (2019/05/10)
The reaction of trifluoroacetyl amides with Grignard reagent for the substitution of CF3 group with various alkyl or aryl groups is described. A variety of aryl, quinolin-8-yl, and (hetero)alkyl functional groups as well as F, Cl, and Br atoms are well tolerated. These moisture-stable and easily available trifluoroacetyl amides can be conveniently obtained and used as new versatile precursors for isocyanates. The control experiments show that the reaction proceeds via an isocyanate intermediate and/or alkoxide/amide dual anionic intermediate.
The development of N-aryl trifluoroacetimidate-based benzyl and allyl protecting group reagents
Tsabedze, Sinele B.,Kabotso, Daniel E.K.,Pohl, Nicola L.B.
, p. 6983 - 6985 (2013/12/04)
An exploration of the role of para-substituents on the balance between stability and reactivity of N-phenyl trifluoroacetimidates prompted the discovery of new reagents for the addition of allyl and benzyl protecting groups, namely O-allyl and O-benzyl N-