Synthesis of new α-trifluoromethyl substituted formamidines framework by using N-nucleophiles and N,S bidentate nucleophiles

[Display omitted] •New trifluoromethylated formamidines framework was prepared without using any catalyst.•Simple procedure and purification.•Catalyst free reactions with excellent yields.•New bioactive trifluoromethylated benzimidazoles, imidazoles and benzothiazoles. An efficient and convenient me...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2016-10, Vol.190, p.41-47
Main Authors: Darehkordi, Ali, Rahmani, Fariba
Format: Article
Language:English
Subjects:
2-Mercaptobenzothiazole
N-Aryl-2,2,2-trifluoroacetimidoyl chloride
Trifluoromethyl benzimidazole
α-Trifluoromethyl substituted formamidines
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Summary:[Display omitted] •New trifluoromethylated formamidines framework was prepared without using any catalyst.•Simple procedure and purification.•Catalyst free reactions with excellent yields.•New bioactive trifluoromethylated benzimidazoles, imidazoles and benzothiazoles. An efficient and convenient method for the preparation of new trifluoromethylated benzimidazole, imidazole and benzothiazole derivatives in excellent yields via reaction of N-aryl-2,2,2-trifluoroacetimidoyl chlorides with benzimidazole or benzothiazole or imidazole derivatives in the presence of NaH or NEt3 as a base in acetonitrile or THF without assistance of any catalyst has been reported. Also nucleophilic substitution of N-aryl-2,2,2-trifluoroacetimidoyl chlorides with unequal N and S bidentate nucleophiles occurred at N position. The FT-IR, 19F NMR, 1H NMR, 13C NMR, UV spectra and elemental analysis confirm the structures of the products.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2016.08.010