Synthesis of 5-nitro-3,4-dihydropyrimidin-2(1H)-ones catalyzed by metal salts. Retro-Henry reaction with formation of N,N′-disubstituted ureas

Russian Journal of Organic Chemistry

Volumn 43, Issue 1, 2007, Pages 90-95

  Sedova, V F ^a   Krivopalov, V P ^a   Shkurko, O P ^a  

^a N N VOROZHTSOV NOVOSIBIRSK INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33847279887     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: 10.1134/S1070428007010113     Document Type: Article

References (31)

1. Kappe, C.O., Eur. J. Med. Chem., 2000, vol. 35, p. 1043;
2. Kappe, C.O., Acc. Chem. Res., 2000, vol. 33, p. 879.
3. Kappe, C.O., Tetrahedron, 1993, vol. 49, p. 6937.
4. Narsaiah, A.V., Basak, A.K., and Nagaiah, K., Synthesis, 2004, p. 1253;
5. Khodaei, M.M., Salehi, P., Zolfigol, M.A., and Sirouszadeh, S., Pol. J. Chem., 2004, vol. 78, p. 385;
6. Srinivas, K.V.N.S. and Das, B., Synthesis, 2004, p. 2091; see also references therein.
7. Lu, J. and Ma, H.R., Synlett, 2000, p. 63;
8. Tu, S.-J., Zhou, J.-F., Cai, P.-J., Wang, H., and Feng, J.-C., Synth. Commun., 2002, vol. 32, p. 147;
9. Lu, Y. and Bai, Y., Synthesis, 2002, p. 466;
10. Xue, S., Shen, Y.-C., Li, Y.-L., Shen, X.-M., and Guo, Q.-X., Chin. J. Chem., 2002, vol. 20, p. 385;
11. Shanmugam, P., Annie, G., and Perimal, P.T., J. Heterocycl. Chem., 2003, vol. 40, p. 879;
12. Choudhary, V.R., Tillu, V.H., Narkhede, V.S., Borate, H.B., and Wakharkar, R.D., Catal. Commun., 2003, vol. 4, p. 449;
13. Lu, J., Bai, Y.-J., Guo, Y.-H., Wang, Z.-J., and Ma, H.-R., Chin. J. Chem., 2002, vol. 20, p. 681;
14. Lu, J., Wang, F.L., Yin, Y.-J., and Lac, W., Chin. J. Org. Chem., 2002, vol. 22, p. 788;
15. Gohain, M., Prajapati, D., and Sandhu, J.S., Synlett, 2004, p. 235.
16. Sedova, V.F., Voevoda, T.V., Tolstikova, T.G., and Shkurko, O.P., Khim.-Farm. Zh., 2002, vol. 36, no. 6, p. 4.
17. Luzzio, F.A., Tetrahedron, 2001, vol. 57, p. 915.
18. Christensen, Ch., Juhl, K., Hazell, R.G., and Jorgensen, K.A., J. Org. Chem., 2002, vol. 67, p. 4875;
19. Kogami, Y., Nakajima, T., Ikeno, T., and Yamada, T., Synthesis, 2004, p. 1947; see also references therein.
20. Zaikin, V.G., Varlamov, A.V., Mikaya, A.I., and Prostakov, N.S., Osnovy mass-spektrometrii organicheskikh soedinenii (Principles of Mass Spectrometry of Organic Compounds), Moscow: Nauka/Interperiodika, 2001, p. 133.
21. Shvekhgeimer, M.-G., Usp. Khim., 1998, vol. 67, p. 39.
22. Remennikov, G.Ya., Boldyrev, I.V., Kravchenko, S.A., and Pirozhenko, V.V., Khim. Geterotsikl. Soedin., 1993, p. 1290;
23. Ballini, R., Bartoli, G., Giovannini, R., Marcantoni, E., and Petrini, M., Tetrahedron Lett., 1993, vol. 34, p. 3301.
24. Menzel, A., Ohrlein, R., Griesser, H., Wehner, V., and Jaeger, V., Synthesis, 1999, p. 1691.
25. Bez, G., Saikia, A.K., Kalita, D., Bezbarua, M.S., and Barua, N.C., Indian J. Chem., Sect. B., 1998, vol. 34, p. 325;
26. Chem. Abstr., 1998, vol. 129, no. 148 593.
27. Saikia, A.K., Hazarika, M.J., Barua, N.C., Bezbarua, M.S., Sharma, R.P., and Ghosh, A.C., Synthesis, 1996, p. 981;
28. Bezbarua, M.S., Saikia, A.K., Barua, N.C., Kalita, D., and Ghosh, A.C., Synthesis, 1996, p. 1289;
29. Bez, G., Bezbarua, M.S., Saikia, A.K., and Barua, N.C., Synthesis, 2000, p. 537.
30. Ballini, R. and Bosica, G., J. Org. Chem., 1997, vol. 62, p. 425.
31. Rodinovskaya, L.A., Shestopalov, A.M., and Chunikhin, K.S., Tetrahedron, 2002, vol. 58, p. 4273.