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Aluminium dodecatungstophosphate (AlPW12O40)—An efficient catalyst for three-component Mannich reaction in water

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Abstract

One-pot, three-component Mannich reactions of ketones, aldehydes and amines were efficiently catalyzed by AlPW12O40 in water at ambient temperature to give the corresponding β-amino ketones in good to excellent yields. The method has the following merits: Firstly, Catalyst AlPW12O40 is non-corrosive and environmentally benign; Secondly, loading amount of catalyst is very low, less than 1 mol %; Thirdly, water as solvent is green and safe.

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References

  1. Chanda, A. and Valery, V.F., Chem. Rev., 2009, vol. 109, pp. 725–748.

    Article  CAS  Google Scholar 

  2. Li, C.J. and Chang, T.H., Organic Reactions in Aqueous Media, New York: Wiley, 1997.

    Google Scholar 

  3. Grieco, P.A., Organic Synthesis in Water, London: Blacky Academic and Professional, 1998.

    Google Scholar 

  4. Arend, M., Westermann, B., and Risch, N., Angew. Chem. Int. Ed., 1998, vol. 37, p. 1044.

    Article  Google Scholar 

  5. Cordova, A., Acc. Chem. Res., 2004, vol. 37, p. 102.

    Article  CAS  Google Scholar 

  6. Zhao, G., Jiang, T., Gao, H., Han, B., Huang, J., and Sun, D., Green. Chem., 2004, vol. 6, p. 75.

    Article  CAS  Google Scholar 

  7. Guo, Q.X., Liu, H., Guo, C., Luo, S.W., Gu, Y., and Gong, L.Z., J. Am. Chem. Soc., 2007, vol. 129, p. 3790.

    Article  CAS  Google Scholar 

  8. Wang, S., Matsumura, S., and Toshima, K., Tetrahedron Lett., 2007, vol. 48, p. 6449.

    Article  CAS  Google Scholar 

  9. Reddy, B.M., Pati, M.K., and Reddy, B.T., Catal. Lett., 2008, vol. 125, p. 97.

    Article  CAS  Google Scholar 

  10. Li, H., Zeng, H.Y., and Shao, H.W., Tetrahedron Lett., 2009, vol. 50, p. 6858.

    Article  CAS  Google Scholar 

  11. Wu, H., Chen, X.M., Wan, Y., Ye, L., Xin, H.Q., Xu, H.H., Yue, C.H., Pang, L.L., Ma, R., and Shi, D.Q., Tetrahedron Lett., 2009, vol. 50, p. 1062.

    Article  CAS  Google Scholar 

  12. Hashem, S. and Mahboubeh, J., Can. J. Chem., 2010, vol. 88, p. 14.

    Article  Google Scholar 

  13. Dagousset, G., Drouet, F., Masson, G., and Zhu, J.P., Org. Lett., 2009, vol. 11, p. 5546.

    Article  CAS  Google Scholar 

  14. Wang, L.M., Han, J.W., Sheng, J., Tian, H., and Fan, Z.Y., Catal. Commun., 2005, vol. 6, p. 201.

    Article  CAS  Google Scholar 

  15. List, B., Pojarliev, P., Biller, W.T., and Martin, H.J., J. Am. Chem. Soc., 2002, vol. 124, p. 827.

    Article  CAS  Google Scholar 

  16. Cardoso, A., Augusti, L., Da, R., and Silva, M.J., J.Am. Oil Chem. Soc., 2008, vol. 85, p. 555.

    Article  CAS  Google Scholar 

  17. Joshaghani, M., Tork, F., Fakhri, A., and Eavani, S., J. Mol. Catal. A: Chem., 2008, vol. 283, p. 1.

    Article  Google Scholar 

  18. Engin, A., Haluk, H., and Gurkan, K., Green Chem., 2003, vol. 5, p. 460.

    Article  CAS  Google Scholar 

  19. Kaur, J., Griffin, K., Harrison, B., and Kozhevnikov, I.V., J. Catal., 2002, vol. 208, p. 448.

    Article  CAS  Google Scholar 

  20. Kaur, J., Kozhevnikova, E.F., Griffin, K., Harrison, B., and Kozhevnikov, I.V., Kinet. Catal., 2003, vol. 44, p. 175.

    Article  CAS  Google Scholar 

  21. Meuzelaar, G.J., Maat, L., Sheldon, R.A., and Kozhevnikov, I.V., Catal. Lett., 1997, vol. 45, p. 249.

    Article  CAS  Google Scholar 

  22. Azizi, N., Torkiyan, L., and Mohammad, R.S., Org. Lett., 2006, vol. 8, p. 2079.

    Article  CAS  Google Scholar 

  23. Rasalkar, M.S., Bhilare, S.V., Deorukhkar, A.R., Darvatkar, N.B., and Salunkhe, M.M., Can. J. Chem., 2007, vol. 85, p. 77.

    Article  CAS  Google Scholar 

  24. Wang, R., Huang, T., Shi, L., Li, B., and Lu, X.X., Synlett, 2007, vol. 14, p. 2197.

    Google Scholar 

  25. Firouzabadi, H., Iranpoor, N., Nowrouzi, F., and Amani, K., Chem. Commun., 2003, vol. 6, p. 764.

    Article  Google Scholar 

  26. Firouzabadi, H., Iranpoor, N., Nowrouzi, F., and Aman, I.K., Tetrahedron Lett., 2003, vol. 44, p. 3951.

    Article  CAS  Google Scholar 

  27. Firouzabadi, H., Iranpoor, N., and Jafari, A.A., J. Mol. Catal. A: Chem., 2005, vol. 227, p. 97.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang, 455002, People’s Republic of China

    Gang Li, Suling Yang & Liping Zhang

  2. Department of Life Science and Technology, Xinxiang Medical University, Xixiang, 453000, People’s Republic of China

    Ruiling Long

Authors
  1. Gang Li
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  2. Ruiling Long
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  3. Suling Yang
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  4. Liping Zhang
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Corresponding author

Correspondence to Gang Li.

Additional information

Published in Russian in Kinetika i Kataliz, 2011, Vol. 52, No. 4, pp. 569–573.

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Li, G., Long, R., Yang, S. et al. Aluminium dodecatungstophosphate (AlPW12O40)—An efficient catalyst for three-component Mannich reaction in water. Kinet Catal 52, 559–563 (2011). https://doi.org/10.1134/S0023158411040045

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  • DOI: https://doi.org/10.1134/S0023158411040045

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