A facile one-pot, three-component synthesis of 3,3-(4-arylpyridine-2,6-diyl)bis(2H-chromen-2-one) derivatives under microwave irradiation

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• 作者：Jian-Feng Zhou (1)
  Xiao-Jun Sun (1)
  Feng-Wen Lou (1)
  Meng Lv (2)
  Lu-Lu Zhang (2)
  
• 关键词：3 ; 3-(4 ; Arylpyridine ; 2 ; 6 ; diyl)bis(2H ; chromen ; 2 ; one) ; 3 ; Acetylcoumarin ; Multicomponent reaction ; Microwave irradiation
• 刊名：Research on Chemical Intermediates
• 出版年：2013
• 出版时间：March 2013
• 年：2013
• 卷：39
• 期：3
• 页码：1401-1408
• 全文大小：308KB
• 参考文献：1. T. Yu, S. Yang, Y. Zhao, P. Zhang, Z. Lv, D. Fan, Z. Geng, Res. Chem. Intermed. 38, 215 (2012) CrossRef
  2. M. Balasubramanian, J.G. Keay, in / Comprehensive Heterocyclic Chemistry II, vol. 5, eds. by A.R. Katritzky, C.W. Rees, E.V.F. Scriven (Pergamon Press, London, 1996) and references cited therein
  3. V. Klimesova, M. Svoboda, K. Waisser, M. Pour, J. Kaustova, IL Farmaco 54, 666 (1999) CrossRef
  4. I.J. Enyedy, S. Sakamuri, W.A. Zaman, K.M. Johnson, S. Wang, Bioorg. Med. Chem. Lett. 13, 513 (2003) CrossRef
  5. A.D. Pillai, P.D. Rathod, P.X. Franklin, M. Patel, M. Nivsarkar, K.K. Vasu, H. Padh, V. Sudarsanam, Biochem. Biophys. Res. Commun. 301, 183 (2003) CrossRef
  6. B.Y. Kim, J.B. Ahn, H.W. Lee, S.K. Kang, J.H. Lee, J.S. Shin, S.K. Ahn, C.I. Hong, S.S. Yoon, Eur. J. Med. Chem. 39, 433 (2004) CrossRef
  7. G. Lowe, A.S. Droz, T. Vilaivan, G.W. Weaver, L. Tweedale, J.M. Pratt, P. Rock, V. Yardley, S.L. Croft, J. Med. Chem. 42, 999 (1999) CrossRef
  8. S. Bonse, J.M. Richards, S.A. Ross, G. Lowe, R.L. Krauth-Siegel, J. Med. Chem. 43, 4812 (2000) CrossRef
  9. L.-X. Zhao, T.S. Kim, S.-H. Ahn, T.-H. Kim, E. Kim, W.-J. Cho, H. Choi, C.-S. Lee, J.-A. Kim, T.C. Jeong, C. Chang, E.-S. Lee, Bioorg. Med. Chem. Lett. 11, 2659 (2001) CrossRef
  10. L.-X. Zhao, Y.-S. Moon, A. Basnet, E. Kim, Y. Jahng, J.G. Park, T.C. Jeong, W.-J. Cho, S.-U. Choi, C.O. Lee, S.-Y. Lee, C.-S. Lee, E.-S. Lee, Bioorg. Med. Chem. Lett. 14, 1333 (2004) CrossRef
  11. R. O’Kennedy, R.D. Thornes, / Coumarins: Biology, Applications and Mode of Actions (John Wiley, England, 1997)
  12. A.A. Al-Amiery, R.I.H. Al-Bayati, K.Y. Saour, M.F. Radi, Res. Chem. Intermed. 38, 559 (2012) CrossRef
  13. W.-H. Zhan, J.-L. Hua, Y.-H. Jin, X. Teng, H. Tian, Res. Chem. Intermed. 34, 229 (2008) CrossRef
  14. A. Kotali, I.S. Lafazanis, P.A. Harris, Tetrahedron Lett. 48, 7181 (2007) CrossRef
  15. A.K. Patel, N.H. Patel, M. Patel, A.D.I. Brahmbhatt, ARKIVOC xi, 28 (2010)
  16. A.K. Verma, S. Koul, K.K. Kapoor, T.K. Razdan, Aust. J. Chem. 60, 883 (2007) CrossRef
  17. J.-F. Zhou, G.-X. Gong, L.-T. An, Synlett 20, 3163 (2008) CrossRef
  18. J.-F. Zhou, Y-Zh Song, J-Sh Lv, Synth. Commun. 39, 1443 (2009) CrossRef
  19. G.X. Gong, J.F. Zhou, L.T. An, X.L. Duan, S.J. Ji, Synth. Commun. 39, 497 (2009) CrossRef
  20. O.A. Olayinka, C.N. Obinn, J. Heter, Chem. 47, 181 (2010)
  
• 作者单位：Jian-Feng Zhou (1)
  Xiao-Jun Sun (1)
  Feng-Wen Lou (1)
  Meng Lv (2)
  Lu-Lu Zhang (2)
  
  1. Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huaian, 223300, China
  2. School of Chemistry and Chemical Engineering, Ningxia University, Yinchuan, 750021, China
  
• ISSN：1568-5675

文摘

A series of 3,3-(4-arylpyridine-2,6-diyl)bis(2H-chromen-2-one) derivatives have been synthesized by the one-pot, three-component reaction of 3-acetylcoumarin, an aromatic aldehyde, and ammonium acetate in acetic acid under microwave irradiation. This procedure has the major advantages of short reaction time, good yields, low energy consumption, easy operation, and environmental friendliness. All of the products were characterized by IR and NMR spectroscopy, MS, and elemental analysis.