Abstract
Reactions of pentafluorobenzoylpyruvic acid with amines afford the respective enamines. The intramolecular cyclization of the latter results inN-substituted 4-quinolone-2-carboxylic acids. Ammonia and triethylamine favor the cyclization of pentafluorobenzoylpyruvic acid to 2-carboxychromone.
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V. I. Saloutin, I. T. Bazyl', Z. E. Skryabina, and O. N. Chupakhin,Izv. Akad. Nauk, Ser. Khim., 1994, 758 [Russ. Chem. Bull., 1994,43,N 4 (Engl. Transl.)].
USSR Pat. 910627;Byull. Izobret., 1982,9 (in Russian).
Yu. S. Andreichikov, A. P. Kozlov, T. N. Tokmakova, and S. P. Tendryakova,Zh. Org. Khim., 1978, 163 [J. Org. Chem. USSR, 1978 (Engl. Transl.)].
USSR Pat. 621676;Byull. Izobret, 1978,32 (in Russian).
G. A. Mokrushina, S. G. Alekseev, V. N. Charushin, and O. N. Chupakhin,Zh. Vsesoyuzn. Khim. O-va im. Mendeleeva [J. of Mendeleev All-Union Chem. Soc.], 1991, 447 (in Russian).
P. N. Kondrat'ev, Z. E. Skryabina, V. I. Saloutin, and L. M. Khalilov,Zh. Org. Khim., 1992, 1380 [Russ. J. Org. Chem., 1992 (Engl. Transl.)].
V. I. Saloutin, Z. E. Skryabina, I. T. Bazyl', and O. N. Chupakhin,Izv. Akad. Nauk, Ser. Khim., 1992, 1380 [Bull. Russ. Acad. Sci., Div. Chem. Sci, 1992,41, 1079 (Engl. Transl.)].
P. N. Kondrat'ev, Z. E. Skryabina, V. I. Saloutin, K. I. Pashkevich, M. N. Rudaya, and T. A. Sinitsyna,Izv. Akad. Nauk SSSR, Ser. Khim., 1990, 1410 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990,39, 1273 (Engl. Transl.)].
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 299–302, February, 1994.
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Saloutin, V.I., Bazyl', I.T., Skryabina, Z.E. et al. Reaction of pentafluorobenzoylpyruvic acid with amines. Russ Chem Bull 43, 279–282 (1994). https://doi.org/10.1007/BF00695829
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DOI: https://doi.org/10.1007/BF00695829