Abstract
The reactions of 2-cyanomethylbenzimidazole with polyfluorobenzoyl chlorides afforded 2-(1,3-dihydrobenzimidazol-2-ylidene)-3-oxo-3-polyfluorophenylpropionitriles. Refluxing of the latter compounds in acetonitrile in the presence of DBU or in dimethylformamide in the presence of amines gave rise to fluorine-containing derivatives of benzimidazo[1,2-a]quinolone.
Similar content being viewed by others
References
G. A. Mokrushina, E. V. Nosova, G. N. Lipunova, and V. N. Charushin, Zh. Org. Khim., 1999, 35, 1447 [Russ. J. Org. Chem., 1999, 35 (Engl. Transl.)].
D. T. W. Chu, P. B. Fernandes, and A. G. Pernet, J. Med. Chem., 1986, 29, 1531.
SA Pat. 8502802 (1985); Chem. Abstrs., 1989, 111, 232785y.
Yu. M. Volovenko, A. G. Nemazanyi, I. G. Ryabokon', and F. S. Babichev, Ukr. Khim. Zh. [Ukr. Chem. J.], 1988, 54, 295 (in Russian).
F. S. Babichev, Yu. M. Volovenko, A. G. Nemazanyi, and S. I. Tyukhtenko, Ukr. Khim. Zh. [Ukr. Chem. J.], 1986, 52, 506 (in Russian).
F. S. Babichev, V. K. Patratii, Yu. M. Volovenko, N. G. Prodanchuk, V. G. Sinchenko, A. G. Nemazanyi, and T. A. Silaeva, Khim.-farm. Zh., 1989, 23, 834 [Pharm. Chem. J., 1989 (Engl. Transl.)].
Sp. Pat. 2026819 (1992); Chem. Abstrs., 1992, 117, 234043c.
Sp. Pat. 2026821 (1992); Chem. Abstrs., 1992, 117, 234044d.
Sp. Pat. 2010861 (1989); Chem. Abstrs., 1991, 114, 185559c.
Sp. Pat. 2010862 (1989); Chem. Abstrs., 1991, 114, 185560w.
G. A. Mokrushina, V. N. Charushin, and O. N. Chupakhin, Khim.-farm. Zh., 1995, 29, No. 9, 5 [Pharm. Chem. J., 1995 (Engl. Transl.)].
G. N. Lipunova, G. A. Mokrushina, E. V. Nosova, L. I. Rusinova, and V. N. Charushin, Mendeleev Commun., 1997, 109.
V. N. Charushin, E. V. Nosova, G. L. Lipunova, and M. I. Kodess, J. Fluorine Chem., 2001, 25.
V. N. Charushin, G. N. Lipunova, E. V. Nosova, L. P. Sidorova, and O. M. Chasovskikh, Mendeleev Commun., 1998, 131.
G. N. Lipunova, E. V. Nosova, N. N. Mochul'skaya, A. A. Andreiko, O. M. Chasovskikh, and V. N. Charushin, Izv. Akad. Nauk, Ser. Khim., 2002, 613 [Russ. Chem. Bull., Int. Ed., 2002, 51, 663].
E. N. Zil'berman, Reaktsii nitrilov [Reactions of Nitriles], Khimiya, Moscow, 1972, p. 92 (in Russian).
A. F. Pozharskii, V. A. Anisimova, and E. B. Tsupak, Prakticheskie raboty po khimii geterotsiklov [Laboratory Manual on Chemistry of Heterocycles], Izd-vo RGU, Rostov-on-Don, 1988, p. 81 (in Russian).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Lipunova, G.N., Nosova, E.V., Vasil"eva, P.V. et al. Fluorinated benzimidazo[1,2-a]quinolones. Russian Chemical Bulletin 52, 457–460 (2003). https://doi.org/10.1023/A:1023487622561
Issue Date:
DOI: https://doi.org/10.1023/A:1023487622561