Unexpected formation of 6,7-dihydrobenzo[4′,5′]imidazo-[1′,2′: 1,6]pyrimido[5,4-a]indolizine derivative in the alkylation of 2-amino-1-(benzimidazol-2-yl)-3-(4-methoxybenzoyl)indolizine
Tóm tắt
An attempt to effect exhaustive alkylation of 2-amino-1-(benzimidazol-2-yl)-3-(4-methoxybenzoyl) indolizine with alkyl iodides in boiling acetone led to the formation of 6,6-dimethyl-8-(4-methoxybenzoyl)-6,7-dihydrobenzo[4′,5′]imidazo[1′,2′: 1,6]pyrimido[5,4-a]indolizine instead of expected N-alkyl derivatives. The product structure was proved by X-ray analysis.
Tài liệu tham khảo
Khoroshilov, G.E., Saraeva, T.A., and Kuznetsov, K.Yu., Khim. Geterotsikl. Soedin., 2008, no. 7, p. 1109.
Khoroshilov, G.E. and Saraeva, T.A., Abstracts of Papers, XI Molodezhnaya konferentsiya po organicheskoi khimii (XIth Youth Conf. on Organic Chemistry), Yekaterinburg, 2008, p. 503.
Vasilin, V.K., Osipova, A.A., Kaigorodova, E.A., Nen’ko, N.I., Krapivin, G.D., Isakova, L.I., and Strelkov, V.D., Russian Patent no. 2 241 002, 2004; Ref. Zh., Khim., 2005, no. 19 O 362.
Rohini, R., Shanker, K., Reddy, P.M., and Ravinder, V., J. Braz. Chem. Soc., 2010, vol. 21, no. 1, p. 49.
Rohini, R., Shanker, K., Reddy, P.M., Ho, Y.-P., and Ravinder, V., Eur. J. Med. Chem., 2009, vol. 44, no. 8, p. 3330.
Zanatta, N., Amaral, S.S., Esteves-Souza, A., Echevarria, A., Brondani, P.B., Flores, D.C., Bonacorso, H.G., Flores, A.F.C., and Martins, M.A.P., Synthesis, 2006, no. 14, p. 2305.
Dalla Via, L., Gia, O., Marciani Magno, S., Da Settimo, A., Marini, A.M., Primofiore, G., Da Settimo, F., and Salerno, S., Il Farmaco, 2001, vol. 56, no. 3, p. 159.
Anisimova, V.A., Osipova, M.M., Spasov, A.A., Turchaeva, A.F., Dudchenko, G.P., Larionov, N.P., and Kovalev, S.G., Khim-Farm. Zh., 2002, vol. 36, no. 9, p. 11.
Anisimova, V.A., Tolpygin, I.E., Spasov, A.A., Kosolapov, V.A., Stepanov, A.V., and Kucheryavenko, A.F., Khim-Farm. Zh., 2006, vol. 40, no. 5, p. 27.
Zefirov, Yu.V. and Zorkii, P.M., Usp. Khim., 1989, vol. 58, no. 5, p. 713.
Sheldrick, G., Acta Crystallogr., Sect. A, 2008, vol. 64, no. 1, p. 112.