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Biginelli 3,4-二氢嘧啶-2-酮衍生物的合成研究新进展 被引量:15

New Advances in the Synthesis of Biginelli 3,4-Dihydropyrimidin-2(1H)-one Derivatives
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摘要 1893年,意大利化学家Biginelli首次利用芳香醛、乙酰乙酸乙酯和尿素三组分"一锅煮法"合成了3,4-二氢嘧啶-2(1H)-酮.此类化合物具有良好的生物活性和反应活性,对近几年来有关Biginelli 3,4-二氢嘧啶-2(1H)-酮的衍生化反应、Biginelli不对称合成和Biginelli反应在天然产物合成中的应用研究进行了综述. In 1893, Biginelli reported the first synthesis of 3,4-dihydropyrimidin-2(1H)-ones (DHPM) by a very simple one-pot condensation reaction of an aromatic aldehyde, urea and ethyl acetoacetate. It has been established that Biginelli-type dihydropyrimidinones present interesting pharmacological properties assiociated with good reactivities. In this article, the recent developments in the synthesis of DHPM derivatives, asymmetric Biginelli compounds and natural products using Biginelli reaction have been reviewed.
出处 《有机化学》 SCIE CAS CSCD 北大核心 2009年第6期876-883,共8页 Chinese Journal of Organic Chemistry
基金 甘肃省自然基金(No.3ZS061-A25-019) 甘肃省教育厅(No.0601-25)资助项目
关键词 Biginelli缩合反应 3 4-二氢嘧啶-2(1H)-酮 不对称合成 天然产物合成 Biginelli condensation reaction 3,4-dihydropyrimidin-2(1H)-one asymmetric synthesis natural product synthesis
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参考文献61

  • 1Biginelli, P. Gazz. Chim. Ital. 1893, 23, 360.
  • 2Atwal, K. S.; Rovnyak, G. C.; Schwartz, J.; Moreland, S.; Hedberg, A.; Gougoutas, J. Z.; Malley, M. F.; Floyd, D. M. J. Med. Chem. 1990, 33, 1510.
  • 3Kappe, C. O. Tetrahedron 1993, 49, 6937.
  • 4Atwal, K. S.; Swanson, B. N.; Unger, S. E.; Floyd, D. M.; Moreland, S.; Hedberg, A.; O'Reilly, B. C. J. Med. Chem. 1991, 34, 806.
  • 5Rovnyak, G. C.; Atwal, K. S.; Hedberg, A.; Kimball, S. D.; Moreland, S.; Gougoutas, J. Z.; O'Reilly, B. C.; Schwartz, J.; Maltey, M. F. J. Med. Chem. 1992, 35, 3254.
  • 6Deres, K.; Schroder, C. H.; Paessens, A.; Goldmann, S.; Hacker, H. J.; Weber, O.; Kraemer, T.; Niewoehner, U.; Pleiss, U.; Stoltefuss, J.; Graef, E.; Koletzki, D.; Masantschek, R. N. A.; Reimann, A.; Jaeger, R.; Groa R.; Beckermann, B.; Schlemmer, K.-H.; Haebich, D.; Rubsamen-Waigmann, H. Science 2003, 299, 893.
  • 7Kappe, C. O. Acc. Chem. Res. 2000, 33, 879.
  • 8Kappe, C. O. Eur. J. Med. Chem. 2000, 35, 1043.
  • 9路军,杨秉勤,白银娟,马怀让.3,4-二氢嘧啶-2-酮衍生物合成研究进展[J].有机化学,2001,21(9):640-647. 被引量:21
  • 10景崤壁,汤定坤,潘鑫,颜朝国.3,4-二氢嘧啶-2-酮衍生物合成研究进展[J].江苏化工,2007,26(5):1-6. 被引量:10

二级参考文献44

  • 1[1]J Rovnyak G C,Kimball S D,Beyer B,et al.Calcium entry blockers and activators:Conformational and structural deter.minants of dihydropyrimidine calcium channel modulators[J].Journal of Medicinal Chemistry,1995,38(1):119 -129.
  • 2[2]J Mayer T U,Kapoor T M,Haggarty S J,et al.Small molecule inhibitor of mitotic spindle bipolarity indentified in a phenotype-based screen[J].Science,1999,2 (S441):971-974.
  • 3[3]Kappe C O.100 years of the biginelli dihydropyrimidine synthesis[J].Tetrahedron,1993,49(32):6 937 -6 963.
  • 4[5]Brindaban C Ranu,Alakananda Hajra,Umasish Jana.Indium (Ⅲ)chloride-catalyzed one-pot synthesis of dihydropyrimidinones by a three-component coupling of 1,3-dicarbonyl compounds,aldehydes,and urea:An improved procedure for the biginelli reaction[J].The Journal of Organic Chemistry,2000,65 (19):6 270-6 272.
  • 5[6]Lu J,Bai Y,Wang Z,et al.One -pot synthesis of 3,4 -dihydropyrimidin-2 (1H)-ones using lanthanum chloride as a catalyst[J].Tetrahedron Letters,2000,41(47):9 075 -9 078.
  • 6[7]Kumar K A,Kasthuraiah M,Reddy C S,et al.Mn (OAc)3 · 2H2O-mediated three-component,onepot,condensation reaction:An efficient synthesis of 4-aryl-substituted 3,4-dihydropyrimidin-2-ones[J].Tetrahedron Letters,2001,42 (45):7 873-7 875.
  • 7[8]Reddy Ch Venkateshwar,Mahesh M,Raju P V K,et al.Zirconium(Ⅳ)chloride catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1 H)-ones[J].Tetrahedron Letters,2002,43 (14):2 657-2 659.
  • 8[9]Paraskar S,Dewkar G K,Sudalai A.Cu(OTf)2:a reusable catalyst for high-yield synthesis of 3,4-dihydropyrimidin-2 (1 H)-ones[J].Tetrahedron Letters,2003,44(16):3 305 -3 308.
  • 9[10]Shujang Tu,Fang Fang,Chunbao Miao,et al.One-pot synthesis of 3,4-dihydropyrimidin-2 (1H)-ones using boric acid as catalyst[J].Tetrahedron Letters,2003,44(32):6 153 -6 155.
  • 10[11]Sabitha Gowravaram,Reddy G S Kiran Kumar,Reddy K B,et al.Vanadium(Ⅲ) chloride catalyzed Biginelli condensation:solution phase library generation of dihydropyrimidin-(2H)-ones[J].Tetrahedron Letters,2003,44(34):6 497 -6 499.

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