Synthesis of 1-aryl-3a,8b-dihydroxy-3-(1-hydroxyethylidene)-1,3,3а,8b-tetrahydroindeno[1,2-b]pyrrole-2,4-diones

详细信息    查看全文

• 作者：A. N. Yankin ; N. V. Nosova ; M. V. Dmitriev…
• 刊名：Russian Journal of Organic Chemistry
• 出版年：2016
• 出版时间：February 2016
• 年：2016
• 卷：52
• 期：2
• 页码：206-208
• 全文大小：467 KB
• 参考文献：1.Kreipl, A.T., Reid, C., and Steglich, W., Org. Lett., 2002, vol. 4, p. 3287.CrossRef
  2.Jones, R.A., Pyrroles, New York: Wiley, 1992, vol. 2.
  3.Dyatkina, N.B., Roberts, C.D., Keicher, J.D., Dai, Y., Nadherny, J.P., Zhang, W., Schmitz, U., Kongpachith, A., Fung, K., Novikov, A.A., Lou, L., Velligan, M., Khorlin, A.A., and Chen, M.S., J. Med. Chem., 2002, vol. 45, p. 805.CrossRef
  4.Harrak, Y., Rosell, G., Daidone, G., Plescia, S., Schillaci, D., and Pujol, M.D., Bioorg. Med. Chem., 2007, vol. 15, p. 4876.CrossRef
  5.Nagamura, S., Kobayashi, E., Gomi, K., and Saito, H., Bioorg. Med. Chem., 1996, vol. 4, p. 1379.CrossRef
  6.Sun, L., Liang, C., Shirazian, S., Zhou, Y., Miller, T., Cui, J., Fukuda, J.Y., Chu, J.-Y., Nematalla, A., Wang, X., Chen, H., Sistla, A., Luu, T.C., Tang, F., Wei, J., and Tang, C., J. Med. Chem., 2003, vol. 46, p. 1116.CrossRef
  7.Artico, M., Silvestri, R., Stefancich, G., Massa, S., Pagnozzi, E., Musu, D., Scintu, F., Pinna, E., Tinti, E., and La Colla, P., Arch. Pharm., 1995, vol. 328, p. 223.CrossRef
  8.Dickinson, L.A., Trauger, J.W., Baird, E.E., Ghazal, P., Dervan, P.B., and Gottesfeld, J.M., Biochem., 1999, vol. 38, p. 10801.CrossRef
  9.Gein, V.L., Levandovskaya, E.V., Nosova, N.V., Antonova, N.V., Voronina, E.V., Vakhrin, M.I., and Krivenko, A.P., Pharm. Chem. J., 2007, vol. 41, p. 643.CrossRef
  10.Gein, V.L., Odegova, T.F., Yankin, A.N., and Nosova, N.V., Russ. J. Gen. Chem., 2015, vol. 85, p. 46.CrossRef
  11.Gein, V.L., Odegova, T.F., Yankin, A.N., and Nosova, N.V., Pharm. Chem. J., 2015, vol. 49, p. 246.CrossRef
  12.Wang, B., Pinhua, Z., and Yicheng, W.L., Chin. J. Chem., 2010, vol. 28, p. 2463.CrossRef
  13.Rao, H.S.P. and Vijjapu, S., RSC Adv., 2012, vol. 2, p. 6773.CrossRef
  14.Roy, B., Inul, A., Srikanta, S., and Majumdar, K.C., Tetrahedron Lett., 2012, vol. 53, p. 5119.CrossRef
  15.He, X., Shang, Y., Yu, Z., Fang, M., Zhou, Y., Han, G., and Wu, F., J. Org. Chem., 2014, vol. 79, p. 8882.CrossRef
  16.Swetha, A., Kumar, G.S., Kumar, A.S., and Meshram, H.M., Tetrahedron Lett., 2014, vol. 55, p. 4705.CrossRef
  17.Mudumala, V.R., Chinthaparthi, R.R., and Yeon, T.J., Tetrahedron, 2014, vol. 70, p. 3762.CrossRef
  18.Ghosh, A.K., Keyes, C., and Veitschegger, A.M., Tetrahedron Lett., 2014, vol. 55, p. 4251.CrossRef
  19.Sherif, M., Assy, M., Yousif, N., and Galahom, M., J. Iran. Chem. Soc., 2013, vol. 10, p. 85.CrossRef
  20.CrysAlisPro, Version 1.171.37.33 (release 27-03-2014 CrysAlis171.NET), Agilent Technologies.
  21.Sheldrick, G.M., Acta Cryst., Sect. A, 2008, vol. 64, p. 112.CrossRef
  
• 作者单位：A. N. Yankin (1)
  N. V. Nosova (1)
  M. V. Dmitriev (2)
  V. L. Gein (1)
  
  1. Perm State Pharmaceutical Academy, Polevaya ul. 2, Perm, 614990, Russia
  2. Perm State National Research University, Perm, Russia
  
• 刊物主题：Organic Chemistry;
• 出版者：Springer US
• ISSN：1608-3393

文摘

Reaction of acetoacetic acid N-arylamides with ninhydrin at boiling in ethanol in the presence of iron(III) chloride afforded 1-aryl-3a,8b-dihydroxy-3-(1-hydroxyethylidene)-1,3,3а,8b-tetrahydroindeno[1,2-b]-pyrrole-2,4-diones. The structure of compounds was confirmed by IR, 1Н NMR, and mass spectra and X-ray diffraction (XRD) analysis.