40995-27-5Relevant academic research and scientific papers
Samarium diiodide promoted formation of 1,2-diketones and 1-acylamido-2-substituted benzimidazoles from N-acylbenzotriazoles
Wang, Xiaoxia,Zhang, Yongmin
, p. 4201 - 4207 (2007/10/03)
N-Acylbenzotriazoles, when treated with samarium diiodide in THF, undergo self-coupling reaction to afford 1,2-diketones in good to excellent yields; while when treated with samarium diiodide in CH3CN, they undergo ring-opening reaction to afford 1-acylamido-2-alkyl (or aryl) benzimidazoles in reasonable to good yields. A plausible mechanism was suggested.
Synthesis and some properties of 1-(N-Nitrosoalkylamino)benzimidazoles
Pozharskii, Alexander F.,Dyablo, Olga V.,Belyaev, Alexander V.,Starikova, Zoya A.,Yanovskii, Alexander I.
, p. 9677 - 9688 (2007/10/03)
1-(N-Nitrosoalkylamino)benzimidazoles (7a-e) were prepared by nitrosation of the parent amines with nitrous acid. The NMR data revealed 7a- d in solutions as mixtures of E and Z-isomers due to hindered rotation around the N-NO bond. 1-(N-Nitrosoisopropylamino)benzimidazole (7e) existed in solutions as a sole Z-isomer. The rotation barrier around the N-NO bond was estimated for 7a by 1H NMR dynamic spectroscopy. The molecular structure of 1-(N-nitrosomethylamino)-2-methylbezimidazole (7d) was confirmed by X-ray structural data.
