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Facile microwave-assisted synthesis of substituted benzofuran derivatives

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Abstract

A series of benzofuran derivatives have been synthesized by use of a microwave-assisted process. Substituted or unsubstituted ο-hydroxyacetophenone and salicylaldehyde reacted with ethyl bromoacetate, ω-bromoacetophenone, or chloroacetone under the action of potassium carbonate in DMF to yield substituted benzofuran derivatives. Compared with conventional heating, this microwave-assisted synthetic process has the advantages of more convenient operation, shorter reaction time, and higher yield.

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References

  1. M. Hranjec, I. Ratkaj, G. Pavlović, N. Ilić, L. Valjalo, K. Pavelić, S.K. Pavelić, G.K. Zamola, Eur. J. Med. Chem. 59, 111 (2013)

    Article  CAS  Google Scholar 

  2. J. Rangaswamy, H.V. Kumar, S.T. Harini, N. Naik, Bioorg. Med. Chem. Lett. 22, 4773 (2012)

    Article  CAS  Google Scholar 

  3. S. Rizzo, A. Tarozzi, M. Bartolini, G.D. Costa, A. Bisi, S. Gobbi, F. Belluti, A. Ligresti, M. Allarà, J.P. Monti, V. Andrisano, V.D. Marzo, P. Hrelia, A. Rampa, Eur. J. Med. Chem. 58, 519 (2012)

    Article  CAS  Google Scholar 

  4. H.F. Guo, H.Y. Shao, Z.Y. Yang, S.T. Xue, X. Li, Z.Y. Liu, X.B. He, J.D. Jiang, Y.Q. Zhang, S.Y. Si, Z.R. Li, J. Med. Chem. 53, 1819 (2010)

    Article  CAS  Google Scholar 

  5. Z.Y. Yu, J.A. Brannigan, D.K. Moss, A.M. Brzozowski, A.J. Wilkinson, A.A. Holder, E.W. Tate, R.J. Leatherbarrow, J. Med. Chem. 55, 8879 (2012)

    Article  CAS  Google Scholar 

  6. L. Yang, H. Lei, C.G. Mi, H. Liu, H.Y. He, X.Y. Lai, Z.C. Li, H. Song, W.C. Huang, Bioorg. Med. Chem. Lett. 21, 5389 (2011)

    Article  CAS  Google Scholar 

  7. T. Suzuki, K. Tanemura, T. Horaguchi, T. Shimizu, T. Sakakibara, J. Heterocycl. Chem. 29, 423 (1992)

    Article  CAS  Google Scholar 

  8. P.W. Tseng, S.W. Yeh, C.H. Chou, J. Org. Chem. 73, 3481 (2008)

    Article  CAS  Google Scholar 

  9. J.C. Li, T.S. Rush, W. Li, D.D. Vincentis, X.M. Du, Y.H. Hu, J.R. Thomason, J.S. Xiang, J.S. Skotnicki, S. Tam, K.M. Cunningham, P.S. Chockalingam, E.A. Morrisb, J.I. Levin, Bioorg. Med. Chem. Lett. 15, 4961 (2005)

    Article  CAS  Google Scholar 

  10. Y.J. Shang, C. Wang, X.W. He, K. Ju, M. Zhang, S.Y. Yu, J.P. Wu, Tetrahedron 66, 9629 (2010)

    Article  CAS  Google Scholar 

  11. N.G. Karaburun, K. Benkli, Y. Tunali, Ü. Uçucu, Ş. Demirayak, Eur. J. Med. Chem. 41, 651 (2006)

    Article  CAS  Google Scholar 

  12. F. Cagide, J. Reis, A. Gaspar, F. Borges, Tetrahedron Lett. 52, 6446 (2011)

    Article  CAS  Google Scholar 

  13. P. Bezbaruah, J. Gogoi, K.S. Rao, P. Gogoi, R.C. Boruah, Tetrahedron Lett. 33, 4389 (2012)

    Article  CAS  Google Scholar 

  14. S.B. Mohan, B.V.V.R. Kumar, S.C. Dinda, D. Naik, S.P. Seenivasan, V. Kumar, D.N. Rana, P.S. Brahmkshatriya, Bioorg. Med. Chem. Lett. 22, 7539 (2012)

    Article  CAS  Google Scholar 

  15. B.S. Sekhon, Int. J. Pharm Tech Res. 2, 827 (2010)

    CAS  Google Scholar 

  16. V. Santagada, F. Frecentase, E. Perissutti, F. Fiorino, B. Severino, G. Caliendo, Mini. Rev. Med. Chem. 9, 340 (2009)

    Article  CAS  Google Scholar 

  17. R. Opatrilova, J. Jampilek, I. Raich, S. Kacerova, J. Havlicek, T. Pekarek, J. Dohnal, J. Csollei, Curr. Org. Chem. 13, 965 (2009)

    Article  CAS  Google Scholar 

  18. H. Pauls, J.M. Berman, WO2007067416 (2007)

  19. D. Davis, J.A. Elix, Tetrahedron Lett. 10, 2901 (1969)

    Article  Google Scholar 

  20. G. Kumaraswamy, G. Ramakrishna, R. Raju, M. Padmaja, Tetrahedron 66, 9814 (2010)

    Article  CAS  Google Scholar 

  21. M.L.N. Rao, D.K. Awasthi, D. Banerjee, Tetrahedron Lett. 48, 431 (2007)

    Article  CAS  Google Scholar 

  22. A.S. Aboraia, S.W. Yee, M.S. Gomaa, N. Shah, A.C. Robotham, B. Makowski, D. Prosser, A. Brancale, G. Jones, C. Simons, Bioorg. Med. Chem. 18, 4939 (2010)

    Article  CAS  Google Scholar 

  23. T.K. Vinh, S.W. Yee, A.J. Kirby, Anti-Cancer Drug Des. 16, 217 (2001)

    CAS  Google Scholar 

  24. C. Paizs, M. Tosa, C. Majdik, P. Moldovan, L. Novák, P. Kolonits, A. Marcovici, F.D. Irimie, L. Poppe, Tetrahedron: Asymmetry 14, 1495 (2003)

    CAS  Google Scholar 

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Acknowledgments

We thank the Analytical and Testing Center of Sichuan University for NMR and MS spectral measurements.

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Authors and Affiliations

  1. Department of Pharmaceutical and Bioengineering, School of Chemical Engineering, Sichuan University, Chengdu, 610065, People’s Republic of China

    Junqiang Liu, Chenggen Mi, Xuemei Tang, Yuan Cao, Zicheng Li & Wencai Huang

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  1. Junqiang Liu
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  2. Chenggen Mi
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  3. Xuemei Tang
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  4. Yuan Cao
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  5. Zicheng Li
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  6. Wencai Huang
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Correspondence to Wencai Huang.

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Liu, J., Mi, C., Tang, X. et al. Facile microwave-assisted synthesis of substituted benzofuran derivatives. Res Chem Intermed 40, 2083–2090 (2014). https://doi.org/10.1007/s11164-013-1104-5

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