Efficient Catalytic Synthesis of 2,7-Diaryl(hetaryl)-4,9-dimethylperhydro- 2,3a,5a,7,8a,10a-hexaazapyrenes
Tóm tắt
A one-pot procedure has been developed for the synthesis of 2,7-diaryl(hetaryl)-4,9-dimethylperhydro- 2,3a,5a,7,8a,10a-hexaazapyrenes by cyclocondensation of aren(hetaren)amines with formaldehyde and 2,6-dimethyl-1,4,5,8-tetraazadecalin in the presence of YbCl3 · 6 H2O as catalyst.
Tài liệu tham khảo
Neumann, P., Aumueller, A., and Trauth, H., US Patent no. 4 904 779, 1990.
Rakhimova, E.B., Ismagilov, R.A., Meshcheryakova, E.S., Khalilov, L.M., Ibragimov, A.G., and Dzhemilev, U.M., Tetrahedron Lett., 2014, vol. 55, no. 46, p. 6367.
Rakhimova, E.B., Kirsanov, V.Yu., Zainullin, R.A., Ibragimov, A.G., and Dzhemilev, U.M., Hindawi J. Chem., 2016, article ID 8 406172.
Rakhimova, E.B., Kirsanov, V.Yu., Meshcheryakova, E.S., Khalilov, L.M., Kutepov, B.I., Ibragimov, A.G., and Dzhemilev, U.M., Tetrahedron, 2017, vol. 73, no. 49, p. 6880.
Andricopolo, A.D., Muller, L.A., Filho, V.C., Cani, G.-N.R.J., and Yunes, R.A., Farmaco, 2000, vol. 55, p.319.
Roknic, S., Glavas-Obrovac, L., Karner, I., Piantanida, I., Zinic, M., and Pavelic, K., Chemotherapy, 2000, vol. 46, p.143.
Steiner-Biocic, I., Glavas-Obrovac, L., Karner, I., Piantanida, I., Zinic, M., Pavelic, K., and Pavelic, J., Anticancer Res., 1996, vol. 16, p. 3705.
Brun, A.M. and Harriman, A., J. Am. Chem. Soc., 1991, vol. 113, p. 8153.
Piantanida, I., Tomisic, V., and Zinic, M., J. Chem. Soc., Perkin Trans. 2, 2000, p.375.
Stang, P.J., Olenyuk, B., Fan, J., and Arif, A.M., Organometallics, 1996, vol. 15, p.904.
Stang, P.J., Cao, D.H., Saito, S., and Arif, A.M., J. Am. Chem. Soc., 1995, vol. 117, p. 6273.
Balzani, V., Credi, A., Langford, S.J., Raymo, F.M., Stoddart, J.F., and Venturi, M., J. Am. Chem. Soc., 2000, vol. 122, p. 3542.
Mullera, R., Philipsborna, W., Schleiferh, L., Aped, P., and Fuchs, B., Tetrahedron, 1991, vol. 47, no. 6, p. 1013.
Rakhimova, E.B., Ismagilov, R.A., Zainullin, R.A., Khalilov, L.M., Ibragimov, A.G., and Dzhemilev, U.M., Tetrahedron, 2016, vol. 72, no. 50, p. 8223.
Rakhimova, E.B., Ismagilov, R.A., Ibragimov, A.G., and Dzhemilev, U.M., Russ. J. Org. Chem., 2017, vol. 53, no. 10, p. 1578.
Rakhimova, E.B., Ozden, I.V., Ibragimov, A.G., and Dzhemilev, U.M., Russ. J. Org. Chem., 2016, vol. 52, no. 4, p.571.
Akhmetova, V.R., Khabibullina, G.R., Rakhimova, E.B., Vagapov, R.A., Khairullina, R.R., Niatshina, Z.T., and Murzakova, N.N., Mol. Diversity, 2010, vol. 14, p.463.
Gong, J., Li, S.-W., Qurban, S., and Kang, Q., Eur. J. Org. Chem., 2017, p. 3584.
Ha, H.-J., Choi, C.-J., Ahn, Y.-G., Yun, H., Dong, Y., and Lee, W.K., J. Org. Chem., 2000, vol. 65, p. 8384.
Oda, S., Sam, B., and Krische, M.J., Angew. Chem., Int. Ed., 2015, vol. 54, p. 8525.
Oda, S., Sam, B., and Krische, M.J., Angew. Chem., 2015, vol. 127, p. 8645.
Oda, S., Franke, J., and Krische, M.J., Chem. Sci., 2016, vol. 7, p. 136.
