参考文献:1.R. D. H. Murray, The Natural Coumarins: Occurrence, Chemistry and Biochemistry, Wiley-Intersci., New York, 1982, 702 pp. 2.M. M. Cowan, Clin. Microbiol. Rev., 1999, 12, 564. 3.I. Kostova, Curr. Med. Chem.: Anti-Cancer Agents, 2005, 5, 29. 4.V. V. Poroikov, D. A. Filimonov, A. A. Lagupin, T. A. Gloriozova, in Sovremennye aspekty khimii geterotsiklov [Modern Aspects of Chemistry of Heterocycles], Ed. V. G. Kartsev, ICSPF, Moscow, 2010, p. 142 (in Russian). 5.B. G. Milevskii, T. A. Chibisova, N. P. Solovéva, O. S. Anisimova, V. S. Lebedev, I. V. Ivanov, F. Traven, Chem. Heterocycl. Compd. (Engl. Transl.), 2013, 48, 1781CrossRef 5.B. G. Milevskii, T. A. Chibisova, Khim. Geterotsikl. Soedin., 2012, 1903. 6.V. F. Traven, I. V. Ivanov, V. S. Lebedev, T. A. Chibisova, B. G. Milevskii, N. P. Solovéva, V. I. Polshakov, G. G. Aleksandrov, O. N. Kazheva, O. A. Dyachenko, Russ. Chem. Bull. (Int. Ed.), 2010, 59, 1605CrossRef 6.V. F. Traven, I. V. Ivanov, V. S. Lebedev, T. A. Chibisova, Izv. Akad. Nauk, Ser. Khim., 2010, 1565. 7.V. F. Traven, I. V. Ivanov, V. S. Lebedev, B. G. Milevskii, T. A. Chibisova, N. P. Solovéva, V. I. Polshakov, O. N. Kazheva, G. G. Alexandrov, O. A. Dyachenko, Mendeleev Commun., 2009, 19, 215.CrossRef 8.D. N. Robertson, K. P. Link, J. Am. Chem. Soc., 1953, 75, 1883.CrossRef 9.V. S. Savelév, O. S. Artamonova, V. S. Troitskaya, V. V. Shavyrina, T. G. Afanaséva, V. A. Zagorevskii, Chem. Heterocycl. Compd. (Engl. Transl.), 1982, 18, 676CrossRef 9.V. S. Savelév, O. S. Artamonova, V. S. Troitskaya, Khim. Geterotsikl. Soedin., 1982, 896. 10.W. T. Caldwell, T. R. Thompson, J. Am. Chem. Soc., 1939, 61, 765.CrossRef 11.P. Sengupta, M. Sen, P. Karuri, E. Wenkert, T. Halls, J. Indian Chem. Soc., 1985, LXII, 916. 12.W. R. Sullivan, C. F. Huebner, M. A. Stahmann, K. P. Link, J. Am. Chem. Soc., 1943, 65, 2288.CrossRef 13.V. V. Meshkovaya, A. V. Yudashkin, P. Y. Bushueva, N. B. Eremeeva, Y. N. Klimochkin, Tetrahedron, 2014, 70, 3211.CrossRef 14.A. Yu. Sukhorukov, A. V. Lesiv, Y. A. Khomutova, S. L. Ioffe, Y. V. Nelyubina, Synthesis, 2008, 1205. 15.P. Granier, R. Sakellariou, V. Spéziale, J. Heterocycl. Chem., 1993, 30, 1155.CrossRef 16.S. E. Davis, A. C. Church, R. C. Tummons, C. F. Beam, J. Heterocycl. Chem., 1997, 34, 1159.CrossRef 17.M. A. Stahmann, C. F. Huebner, K. P. Link, J. Biol. Chem., 1941, 138, 513.
作者单位:B. G. Milevskii (1) T. A. Chibisova (1) N. P. Solov′eva (1) A. Yu. Sukhorukov (2) V. F. Traven (1)
1. D. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya pl., 125047, Moscow, Russian Federation 2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
刊物类别:Chemistry and Materials Science
刊物主题:Chemistry Chemistry Organic Chemistry Inorganic Chemistry Russian Library of Science
出版者:Springer New York
ISSN:1573-9171
文摘
Hydrogenation of 3-formyl-4-hydroxycoumarin aliphatic imines leads to 3-aminomethyl-4-hydroxycoumarins, which undergo a retro-Mannich reaction in dimethyl sulfoxide containing even traces of water. Keywords 4-hydroxycoumarin derivatives imines enamines hydrogenation aminomethylcoumarins retro-Mannich reaction dicoumarol