16340-59-3Relevant academic research and scientific papers
INTERMOLECULAR INTERACTIONS THAT DETERMINE THE REGIOSELECTIVITY IN 1,3-DIPOLAR CYCLOADDITIONS OF N-METHYL-1,3-OXAZOLIUM-5-OLATES WITH N-(PHENYLMETHYLENE)BENZENESULPHONAMIDE
Bonati, L.,Ferraccioli, R.,Moro, G.
, p. 452 - 462 (1995)
1,3-Dipolar cycloadditions of N-(phenylmethylene)benzenesulphonamide with mesoionic N-methyl-1,3-oxazolium-5-olates give 2,5-disubstituted imidazole derivatives with high regioselectivity.The intermolecular interactions underlying this regioselectivity we
Acid-Catalyzed 1,3-Dipolar Cycloaddition of 2 H-Azirines with Nitrones: An Unexpected Access to 1,2,4,5-Tetrasubstituted Imidazoles
Angyal, Anikó,Demjén, András,W?lfling, János,Puskás, László G.,Kanizsai, Iván
, p. 3587 - 3595 (2020/03/10)
The first 1,3-dipolar cycloaddition of 2H-azirines with nitrones, a straightforward approach toward the regioselective synthesis of 1,2,4,5-tetrasubstituted imidazoles, is reported. This trifluoroacetic acid-catalyzed protocol tolerates a broad range of aliphatic and aromatic substrates, offering an efficient access to highly diverse, multisubstituted imidazoles in isolated yields up to 83% under mild conditions.
An efficient and one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by InCl3·3H2O
Das Sharma, Saikat,Hazarika, Parasa,Konwar, Dilip
, p. 2216 - 2220 (2008/09/18)
InCl3·3H2O was found to be a mild and effective catalyst for the efficient, one-pot, three component synthesis of 2,4,5-trisubstituted imidazoles at room temperature. Moreover, the utility of this protocol was further explored conveniently for the one-pot, four component synthesis of 1,2,4,5-tetrasubstituted imidazoles in high yields.
Preparation and antiinflammatory activity of some nonacidic trisubstituted imidazoles
Lombardino,Wiseman
, p. 1182 - 1188 (2007/10/04)
A number of trisubstituted imidazoles were made and several found to be potent antiinflammatory agents when examined in the carrageenan rat paw edema test. The antiinflammatory activity of these compounds is retained in adrenalectomized rats. Unlike many previously reported antiinflammatory agents, these compounds are extremely weak acids pK[a] ≥ 11) and are therefore not ionized at physiological pH. One compound, 4,5 bis (4 methoxyphenyl) 2 trifluoromethylimidazole (flumizole), is more potent than indometacin in the rat paw edema test and, in contrast to some related compounds, does not cause photosensitization in mice.
