缩合反应

弗里德兰德喹啉合成反应(Friedlander Quinoline Synthesis)

  • 概要

邻氨基苯甲醛或酮和任何含有羰基亚甲基原子团的脂肪族醛或酮缩合生成喹啉衍生物的手法。

 

  • 基本文献
  •  Friedlander, P. Ber. 1882, 15, 2572.
  •  Friedlander, P.; Gohring, C. F. Ber. 188316, 1833.
  • Manske, R. H. Chem. Rev. 1942, 30, 113. DOI: 10.1021/cr60095a006
  • Bergstrom, F. W. Chem. Rev. 1944, 35, 77. DOI: 10.1021/cr60111a001
  •  Cheng, C. C.; Yan, S. J. Org. React. 198228, 37. doi: 10.1002/0471264180.or028.02
  • Marco-Contelles, J.; Prez-Mayoral, W.; Samadi, A.; Carreiras, M. C.; Soriano, E. Chem. Rev. 2009,109, 2652. DOI: 10.1021/cr800482c

 

  • 反应机理

friedlander_2

 

  • 反应实例

 

  • 实验步骤

 

  • 实验技巧

 

  • 参考文献
  1. Organic Syntheses, Coll. Vol. 3, p.56 (1955); Vol. 28, p.11 (1948). (Article)
  2.  Friedländer, P. Ber. 1882, 15, 2572.
  3.  Friedländer, P.; Gohring, C. F. Ber. 1883, 16, 1833.
  4.  Shaabani, A.; Soleimani, E.; Badri, Z. Synth. Commun. 2007, 37, 629-635. (doi:10.1080/00397910601055230)
  5.  Jia, C.-S.; Zhang, Z.; Tu, S.-J.; Wang, G.-W. Org. Biomol. Chem. 2006, 4, 104-110.
  6.  Wu, J.; Xia, H.-G.; Gao, K. Org. Biomol. Chem. 2006, 4, 126-129.
  7.  Varala, R.; Enugala, R.; Adapa, S. R. Synthesis 2006, 3825-3830.
  8.  Manske, R. H. Chem. Rev. 1942, 30, 113. (综述)
  9.  Bergstrom, F. W. Chem. Rev. 1944, 35, 77. (综述)
  10.  Cheng, C. C.; Yan, S. J. Org. React. 1982, 28, 37. (综述)
  11.  Recent Advances in the Friedlander Reaction Jose Marco-Contelles, Elena Perez-Mayoral,Abdelouahid Samadi, Marıa do Carmo Carreiras, and Elena Soriano Chem. Rev. 2009

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