421-49-8Relevant articles and documents
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Shepard,R.A.,Sciaraffa,P.L.
, p. 964 - 965 (1966)
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Economical and practical strategies for synthesis of α-trifluoromethylated amines
Jiang,Cheng,Yuan
, p. 2406 - 2408 (2016/05/19)
A powerful approach to synthesize α-trifluoromethylated amines has been developed. The method is operationally simple, broad in substrate scope and amenable to scale-up using trifluoroacetic anhydride. Meanwhile, the strategy not only provided a versatile approach to synthesize α-trifluoromethylated amines but also provides a new method for exploring the new reactivity of trifluoroacetic anhydride.
Biomimetic reductive amination under the continuous-flow reaction conditions
Soloshonok, Vadim A.,Catt, Hector T.,Ono, Taizo
body text, p. 261 - 265 (2010/04/05)
This study present a full account of continuous-flow reaction conditions for biomimetic reductive amination of fluorinated carbonyl compounds to corresponding amines and amino acids of biomedical importance. We demonstrate that simple silica-adsorbed DBU can be used as efficient catalysts for on-column 1,3-proton shift reaction, a key transformation in the biomimetic reductive amination process. This new on-column process features operationally convenient conditions, higher chemical yields, enantioselectivity and purity of the corresponding products as compared with traditional in-flask reactions. Moreover the removal of base-catalyst, the most delicate problem of the in-flask reactions, is not an issue in the on-column process, as the silica-adsorbed DBU or polymer-bound guanidine remains on the column and can be reused. This feature renders the overall process substantially more economical and synthetically efficient, in particular, for large-scale synthesis of the corresponding fluorinated amines and amino acids target.