Citation: Liu Yuting, Wu Qianqian, Yin Dawei, Li Diyang. Latest Progress and Application of Mannich Reaction[J]. Chinese Journal of Organic Chemistry, ;2016, 36(5): 927-938. doi: 10.6023/cjoc201511024 shu

Latest Progress and Application of Mannich Reaction

  • Corresponding author: Liu Yuting, lyt@sust.edu.cn
  • Received Date: 13 November 2015
    Revised Date: 15 December 2015

    Fund Project: and the Preliminary Projects of National Basic Research Program of China (973 Program) No. 2014CB260411Project supported by the Key Laboratory Project of Shaanxi Provincial Department of Education No. 13J017

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  • Mannich reaction is very important in organic chemistry, especially plays a very important role in the synthesis of drugs. In addition, Mannich base has widespread attention because of it is more significant and specific biological activity. Mannich reaction, diastereoselectivity Mannich reaction, enantioselective Mannich reaction and the application of Mannich reaction are introduced. Finally, the development aspect of this research is brought forward.
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    1. [1]

      Sahoo, S.; Joseph, T.; Halligudi, S. B. J. Mol. Catal. A: Chem. 2006, 244, 179. 

    2. [2]

       

    3. [3]

      Muller, R.; Goesmann, H.; Waldmann, H. Angew. Chem., Int. Ed. 1999, 38, 184. 

    4. [4]

      Toure, B. B.; Hall, D. G. Chem. Rev. 2009, 109, 4439 

    5. [5]

      Arend, M.; Westermann, B.; Risch, N. Angew. Chem. Int. Ed. 1998, 37, 1044 

    6. [6]

      Atsuto, I.; Kazuhiro, Y.; Akira, Y. Org. Lett. 2009, 11, 5310.

    7. [7]

      Cordova, A.; Rios, R. Acc. Chem. Res. 2004, 37, 102. 

    8. [8]

      Dong, H. P.; Venkatesan, J.; Kim, S. K.; Ramkumar, V.; Parthiban, P. Bioorg. Med. Chem. Lett. 2012, 22, 6362. 

    9. [9]

      Gul, H. I.; Ojanen, T.; Vepsalainen, J.; Gul, M.; Erciyas, E.; Hanninen, O. Arzneim.-Forsch. 2001, 51, 72.

    10. [10]

      Lopes, F.; Capela, R.; Goncaves, J. O.; Horton, P. N.; Hursthouse, M. B.; Iley, J.; Casimiro, C. M.; Bom, J.; Moreira, R. Tetrahedron Lett. 2004, 45, 7663. 

    11. [11]

      Ferlin, M. G.; Chiarelotto, G.; Antonucci, F.; Caparrotta, L.; Froldi, G. Eur. J. Med. Chem. 2002, 37, 427. 

    12. [12]

      Sheela, J.; Navita, K.; Prapti, T. Bioorg. Med. Chem. 2004, 12, 571. 

    13. [13]

      Malinka, W.; Swiatek, P.; Filipek, B.; Sapa, J.; Jezierska, A.; Koll, A. Farmaco2005, 60, 961.

    14. [14]

       

    15. [15]

       

    16. [16]

    17. [17]

      Yildirim, M.; Celike, D.; Durust, Y.; Knight, D. W.; Kariuki, B. M. Tetrahedron 2014, 70, 2122. 

    18. [18]

       

    19. [19]

      Yue, C. B.; Yi, T. F.; Zhu, C. B.; Liu, G.. J. Ind. Eng. Chem. 2009, 15, 653. 

    20. [20]

    21. [21]

       

    22. [22]

      Pishawikar, S. A.; More, H. N. Arabian J. Chem. 2013, 48.

    23. [23]

      Oloyede, G. K.; Willie, I. E.; Adeeko, O. O. Food Chem.2014, 165, 515. 

    24. [24]

    25. [25]

    26. [26]

      Idhayadhulla, A.; Kumar, R. S.; Nasser, A. J. A.; Selvin, J.; Manilal, A. Arabian J. Chem. 2014, 7, 994.

    27. [27]

      Sriram, D.; Yogeeswari, P.; Reddy, S. P. Bioorg. Med. Chem. Lett. 2006, 16, 2113. 

    28. [28]

      Urbaniak, M.; Iwanek, W. Tetrahedron 2006, 62, 1508.

    29. [29]

    30. [30]

      Aeluri, R.; Alla, M.; Polepalli, S.; Jain, N.Eur. J. Med. Chem.2015, 100, 18. 

    31. [31]

      Sakharam, B. D.; Hemant, V. C.; Pravin, S. B.; Yoginath, B. M.; Amol, S. K.; Babasaheb, P. B. Chin. Chem. Lett. 2015.

    32. [32]

      Barahman, M.; Leili, T.; Akbar, M. Tetrahedron Lett. 2015, 56, 1851.

    33. [33]

      Liu, F. J.; Meng, X. J.; Zhang, Y. L.; Ren, L. M.; Nawaz, F.; Xiao, F. S. J. Catal. 2010, 271, 52. 

    34. [34]

      Mondal, J.; Sen, T.; Bhaumik, A. Dalton Trans. 2012, 41, 6173.

    35. [35]

      Melero, J. A.; Bautista, L. F.; Morales, G.; Iglesias, J.; Briones, D.Energy Fuels 2009, 23, 539. 

    36. [36]

      Mbaraka, I. K.; Shanks, B. H. J. Catal. 2005, 229, 365. 

    37. [37]

      Molares, G.; Athens, G.; Chmelka, B. F.; Van, G. R.; Melero, J. A. J. Catal. 2008, 254, 205. 

    38. [38]

      Okuhara, T. Chem. Rev. 2002, 102, 3641

    39. [39]

      Karimi, B.; Mirzaei, H. M.; Mobaraki, A. Catal.Sci. Technol. 2012, 2, 828.

    40. [40]

      Karimi, B.; Mobaraki, A.; Mirzaei, H. M.; Zareyee, D.; Vali, H. Chem. Catal. Chem. 2014, 6, 212.

    41. [41]

      Mobaraki, A.; Movassagh, B.; Karimi, B. Appl. Catal. A: Gen. 2014, 472, 123. 

    42. [42]

       

    43. [43]

      Pham, K.; Huang, X.; Zhang, W. Tetrahedron Lett. 2015, 56, 1998.

    44. [44]

       

    45. [45]

    46. [46]

    47. [47]

    48. [48]

      Zhao, X. J.; Cui, Z. H.; Wang, R. L.; Li, X.; Fan, S. J.; Chen, W. G. Chin. Chem. Lett. 2015, 26, 259. 

    49. [49]

    50. [50]

       

    51. [51]

    52. [52]

    53. [53]

      Vladimir, P. P.; Dusica, S.; Sladjana, B. N.; Goran, A. B.; Svetlana, M.; Zorica, D. P. J. Mol. Struct. 2015, 1098, 34. 

    54. [54]

      Xia, J.; Qiu, R.; Yin, S.; Zhang, X. W.; Luo, S. L.; Au, C. T.; Xia, K.; Wong, W. Y. J. Organomet. Chem. 2010, 695, 1487. 

    55. [55]

      Kassaee, M. Z.; Mohammadi, R.; Masrouri, H.; Movahedi, F. Chin. Chem. Lett. 2011, 22, 1203.

    56. [56]

       

    57. [57]

      Wang, Y. Q.; Ren, Y. Y. Chin. J Catal. 2015, 36, 93. 

    58. [58]

      Chacko, S.; Ramapanicker, R. Tetrahedron Lett. 2015, 56, 2023. 

    59. [59]

      Mclean, N. J.; Heather, T.; Mark, W. Tetrahedron Lett. 2004, 45, 993. 

    60. [60]

      Reddy, S. R. S.; Reddy, B. R. P.; Reddy, P. V. G. Tetrahedron Lett. 2015, 56, 4984. 

    61. [61]

    62. [62]

      Guo, X.; Hu, W. H. Acc. Chem. Res. 2013, 46, 2427. 

    63. [63]

      Jiang, J.; Ma, X. C.; Liu, S. Y.; Qian, Y.; Lv, F. P.; Qiu, L.; Wu, X.; Hu, W. H. Chem. Commun. 2013, 49, 4238. 

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