50987-38-7Relevant academic research and scientific papers
[3+1+1] type cyclization of ClCF2COONa for the assembly of imidazoles and tetrazolesvia in situgenerated isocyanides
Song, Qiuling,Wang, Ya,Zhou, Yao
supporting information, p. 6106 - 6109 (2020/06/10)
A facile synthesis of imidazoles and tetrazolesvia[3+1+1] type cyclization of ClCF2COONa is developed. A diverse array of imidazoles and tetrazoles were obtained in decent yieldsviaisocyanide intermediates. Notably, this is the first example of the cycloaddition ofin situgenerated isocyanides.
Cyanide-Free Synthesis of Air Stable N-Substituted Li and K Cyanamide Salts from Tetrazoles. Applications toward the Synthesis of Primary and Secondary Cyanamides as Precursors to Amidines
Duchamp, Edouard,Hanessian, Stephen
supporting information, p. 8487 - 8491 (2020/11/12)
A practical two-step synthesis of N,N′-disubstituted cyanamides consists in the low-temperature metalation of N-substituted 5H-tetrazoles that undergo spontaneous cycloreversion at 0 °C releasing dinitrogen, and forming N-metalated cyanamides that can be reacted in situ with a variety of electrophiles. Remarkably, the N-substituted Li and K cyanamides are air stable white solids at room temperature. Addition of lithium organometallics to the N,N′-disubstituted cyanamides provides a new method for accessing N,N′-disubstituted amidines.
Selective Gold-Catalysed Synthesis of Cyanamides and 1-Substituted 1H-Tetrazol-5-Amines from Isocyanides
?koch, Karel,Císa?ová, Ivana,?těpni?ka, Petr
supporting information, p. 13788 - 13791 (2018/09/14)
The newly discovered gold-catalysed reaction of isocyanides with hydrazoic acid generated in situ from trimethylsilyl azide and methanol (or, alternatively, from NaN3/AcOH) produces either cyanamides or 1-substituted 1H-tetrazol-5-amines, depending on the amount of available HN3. The reaction proceeds selectively and in generally high yields of either product, thus providing a particularly convenient access to a wide range of substituted 1H-tetrazol-5-amines that are rather difficult to access otherwise.
Solvent-free and direct C(sp3)-H amination of adamantanes by grinding
Wei, Zhen,Li, Jiarong,Wang, Ning,Zhang, Qi,Shi, Daxin,Sun, Kening
supporting information, p. 1395 - 1400 (2014/02/14)
A facile, direct and environmentally benign conversion of C(sp 3)-H bonds to C(sp3)-N bonds using substoichiometric amount of aprotic superelectrophiles polyhalomethane-AlX3 has been achieved by grinding under solvent-free
Synthesis of new functionally substituted 1-R-tetrazoles and their 5-amino derivatives
Voitekhovich,Vorob'ev,Gaponik,Ivashkevich
, p. 999 - 1004 (2007/10/03)
It has been shown that amino derivatives of sulfanilamide, and also some functionally substituted primary arylamines and cycloalkylamines, undergo heterocyclization with triethyl orthoformate and sodium azide with the formation of 1-monosubstituted tetraz
Adamantylazoles: II. Reactions of 1-adamantyl alcohol with tetrazole and 5-substituted tetrazoles in sulfuric acid
Saraev,Gavrilov,Golod
, p. 1069 - 1072 (2007/10/03)
Tetrazole and 5-methyltetrazole react with 1-adamantyl alcohol in sulfuric acid to form equilibrium mixtures of the corresponding 1-and 2-(1-adamantyl)tetrazoles. Reactions of 5-aryltetrazoles with 1-adamantyl alcohol yield exclusively 2-(1-adamantyl)-5-a
Synthesis and in vitro antiviral activity of some N-adamantylazoles and benzazoles
Gonzalez,Alarcon,Cabildo,et al.
, p. 359 - 362 (2007/10/02)
Some new N-adamantyl derivatives of five-membered and benzo fused five-membered π-excessive heteroaromatic compounds were synthesized and tested as antiviral agents against Semliki Forest Virus (SFV). The 2-(1-adamantyl)-1,2,3,4-tetrazole derivative was as active as and significantly less toxic than amantadine itself.
