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2012 , Vol. 32 >Issue 02: 400 - 403

DOI: https://doi.org/10.6023/cjoc1104143

研究简报

无溶剂条件下方便、有效的方法合成3-氰基-2-吡啶酮衍生物

  • 荣良策 ,
  • 刘丽华 ,
  • 殷姗 ,
  • 夏盛 ,
  • 魏贤勇 ,
  • 宗志敏
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  • a 中国矿业大学化工学院 徐州 221008;
    b 徐州师范大学化学化工学院 徐州 221116

收稿日期: 2011-04-14

  修回日期: 2011-07-21

  网络出版日期: 2012-03-09

基金资助

江苏省高校自然科学基础研究基金(No. 08KJB150017)、徐州师范大学科研平台(No. 10XLS02)资助项目.

收起

A Facile and Efficient Synthesis of 3-Carbonitrile Pyridin-2(1H)-one Derivatives under Solvent-Free Conditions

  • RONG Liang-Ce ,
  • LIU Li-Hua ,
  • YIN Shan ,
  • XIA Sheng ,
  • WEI Xian-Yong ,
  • ZONG Zhi-Min
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  • a School of Chemical Engineering and Technology, China University of Mining and Technology,Xuzhou 221008;
    b College of Chemistry and Chemical Engineering, Xuzhou Normal University Xuzhou 221116

Received date: 2011-04-14

  Revised date: 2011-07-21

  Online published: 2012-03-09

Supported by

Project supported by the Natural Science Foundation of Jiangsu Education Department (No. 08KJB150017), and the Research Platform Foundation of Xuzhou Normal University (No. 10XLS02).

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摘要

芳醛、丙酮和氰乙酰胺为原料, 氢氧化钠为催化剂, 在无溶剂条件下加热反应有效地合成2-吡啶酮衍生物, 本方法具有反应时间短、条件温和、处理简单和环境友好等优点.

关键词： 2-吡啶酮; 杂环; 无溶剂反应; 合成

本文引用格式

荣良策 , 刘丽华 , 殷姗 , 夏盛 , 魏贤勇 , 宗志敏 . 无溶剂条件下方便、有效的方法合成3-氰基-2-吡啶酮衍生物[J]. 有机化学, 2012 , 32(02) : 400 -403 . DOI: 10.6023/cjoc1104143

Abstract

An efficient and convenient method for the preparation of 3-carbonitrile pyridin-2(1H)-one derivative by the one-pot reaction of aromatic aldehydes, acetones and 2-cyanoacetamide in the presence of sodium hydroxide under solvent- free condition was reported. This method has the advantages of excellent yields, mild reaction conditions, easy work-up, and environmentally friendly procedure.

Key words： pyridin-2(1H)-one; heterocycle; solvent-free reaction; synthesis

参考文献

[1] Cottineau, B.; Toto, P.; Marot, C.; Pipaud, A.; Chenault, J. Bioorg. Med. Chem. Lett. 2002, 12, 2105.

[2] Lee, K. Y.; Kim, J. M.; Kim, J. N. Tetrahedron Lett. 2003, 44, 6737.

[3] Jia, Z. J.; Wu, Y.; Huang, W.; Zhang, P.; Song, Y.; Woolfrey, J.; Sinha, U.; Arfsten, A.; Edwards, S.; Hutchaleelaha, A.; Hollennbach, S.; Lambing, J.; Scarborough, R.; Zhu, B. Y. Bioorg. Med. Chem. Lett. 2004, 14, 1229.

[4] John, W. L.; Patera, R. M.; Plunner, M. J.; Halling, B. P.; Yuhas, D. A. Pestic. Sci. 1994, 42, 29.

[5] (a) O'Hagan, D. Nat. Prod. Rep. 2000, 17, 435. (b) Bailey, P. D.; Millwood, P. A.; Smith, P. D. Chem. Commun. 1998, 633.

[6] Pastelin, G.; Mendez, R.; Kabela, E; Farah, A. Life Sci. 1983, 33, 1787.

[7] Angibaud, P. R.; Venet, M. G.; Filliers, W.; Broeckx, R.; Ligny, Y. A.; Muller, P.; Poncelet, V. S.; End, D. W. Eur. J. Org. Chem. 2004, 479.

[8] (a) Huth, A.; Schmiechen, R.; Moto, L.; Beetz, I.; Breitkopf, A.; Frost, E.; Schumann, I.; Thielert, K. Arch. Pharm. 1988, 321, 297. (b) Carles, L.; Narkunan, K.; Penlou, S.; Rousset, L.; Bouchu, D.; Ciufolini, M. A. J. Org. Chem. 2002, 67, 4304.

[9] Li, W. W.; Chen, Y.; Lam, Y. Tetrahedron Lett. 2004, 45, 6545.

[10] Gorobert, N. Y.; Yousefi, B. H.; Belaj, F.; Kaffe, C. O. Tetrahedron 2004, 60, 8633.

[11] Oberg, K. M.; Lee, E. E.; Rovis, T. Tetrahedron 2009, 69, 5056.

[12] Svetlik, J.; Kettmann, V.; Zaleska, B. Tetrahedron Lett. 2005, 46, 5511.

[13] Mont, N.; Teixido, J.; Borrell, J. I.; Kappe, C. O. Tetrahedron Lett. 2003, 44, 5385.

[14] Laschat, S.; Dickner, T. Synthesis 2000, 1781.

[15] Tanaka, T.; Toda, F. Chem. Rev. 2000, 100, 1025.

[16] Rong, L. C.; Han, H. X.; Jiang. H.; Tu, S. J. Synth. Commun. 2009, 39, 1027.

[17] Gao, L. J.; Ji, H. L.; Rong, L. C.; Han, H. X.; Shi, Y. H.; Tu, S. J. J. Heterocycl. Chem., 2010, 47, 358.

[18] Zhang, G. P.; Xia, Y. Chin. J. Org. Chem. 2010, 30, 449 (in Chinese). (张国平, 夏燕, 有机化学, 2010, 30, 449.)

[19] Yu Y.; Guo, H. Y. Chin. J. Org. Chem. 2011, 31, 96 (in Chinese). (余意, 郭红云, 有机化学, 2011, 31, 96.)
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