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Indium (Ⅲ) Tribromide : An Excellent Catalyst for Biginelli Reaction 被引量：2

Indium (III) Tribromide : An Excellent Catalyst for Biginelli Reaction
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摘要 A highly efficient catalyst indium (III) tribromide is used to synthesize 5-alkoxy- carbonyl-4-hydrocarbyl-3,4-dihydropyrimidin-2(1H)-ones by a three-component coupling of -keto ester, aldehydes and urea through improved Biginelli reaction. A highly efficient catalyst indium (III) tribromide is used to synthesize 5-alkoxy-carbonyl-4-hydrocarbyl-3,4-dihydropyrimidin-2(1H)-ones by a three-component coupling of beta-keto ester, aldehydes and urea through improved Biginelli reaction.
作者 Nan Yan FU Mei Li PANG Yao Feng YUAN Ji Tao WANG
机构地区 Department of Chemistry
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2002年第10期921-922,共2页 中国化学快报(英文版)
基金 the National Natural Science Foundation of China(29872018&29972026).
关键词 indium(III)tribromide DIHYDROPYRIMIDINONE beta-keto ester one-pot condensation Biginelli reaction indium (III) tribromide dihydropyrimidinone beta-keto ester one-pot condensation Biginelli reaction
分类号 O643.3 [理学—物理化学]
  • 相关文献

参考文献4

  • 1[1]P. Biginelli, Gazz. Chim. Ital., 1893, 23, 360.
  • 2[2]C. O. Kappe, Tetrahedron, 1993, 49, 6937.
  • 3[3]E. H. Hu, D. R. Sidler, U. H. Dolling, J. Org. Chem., 1998, 63, 3454.
  • 4[4]B. C. Ranu, A. Hajra, U. Jana, J. Org. Chem., 2000, 65, 6270.

同被引文献12

  • 1BIGINELLI P. The condensation reaction described by Biginelli [J]. Gazz Chim Ital, 1893, 23(3) : 360 -413.
  • 2ATWAL K S, ROVNYAK G C, KIMBALL S D, et al. Dihydropyrimidine calciumchann-el blockers. II. 3-Substituted-4-aryl- dihydro-6-methyl-5-pyrimidine carb-oxylic acid esters as potent mimics of dihydropyridines [ J]. Med Chem, 1990, 33 (9) : 2629 - 3035.
  • 3KAPPE C O. Recent Advances in the Biginelli Dihydropyrimidine Synthesis. New Tricks from an Old Dog [ J ]. Acc Chem Res. 2000, 33(12): 879-888.
  • 4FUN Y, YUAN Y F, CAO Z, et al. Indium ( Ⅲ) bromide-catalyzed preparation of dihydropyrimidinones : improved protocol conditions for the Biginelli reaction [ J ] Tetrahedron. 2002, 58 (24) : 4801 - 4707.
  • 5MABRY J, GANEM B. Studies on the Biginelli reaction : a mild and selective route to 3, g-dihydropyrimidin-2 (1H) -ones via enamine intermediates [ J ]. Tetrahedron Letters, 2006, 47 (7) : 55 - 56.
  • 6SU W K, LI J J, ZHENG Z G, et al. One-pot synthesis of dihydropyrimidiones catalyzed by strontium(ii) triflate under solvent- free conditionsTetrahedron Letters [ J ]. 2005,46 (36) -6037 - 6040.
  • 7WANG L M, QIAN C T, TIAN H, et al. Lanthanide triflate-catalyzed one-post synthesis of dihydropyrimidine-2 (1H)-thiones by a three-component reaction [ J ]. Synth Commun, 2003, 33 (9) : 1459 - 1468.
  • 8CEPANEC I, MLADEN L, FILIPAN-LITVIC M, et al. Antimony(III) chloride-catalysed Biginelli reaction : a versatile method for the synthesis of dihydropyrimidinones through a different reaction mechanism [ J ]. Tetrahedron , 2007, 63 (48) : 11822 - 11827.
  • 9FOLKERS K, JOHNSON T B. Researches on Pyrimidines. CXXXVI. The Mechanism of Formation of Tetrahydropyrimidines by the Biginelli Reaction [J] J Am Chem Soc, 1933, 55(9) : 3784 -3791.
  • 10SWEET F S, FISSEKIS J D. On the synthesis of 3,4-dihydropyrimidin-2-( 1 H)-ones and the mechanism of the Biginelli reaction [J]. J Am Chem Soc, 1973, 95(3): 8741 -8749.

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Chinese Chemical Letters
2002年 第10期

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