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N-(2,4-二硝基苯基)吡啶鎓盐( Zincke盐)与苯胺或脂肪胺作用进行胺交换生成相应的N-芳基或N-烷基吡啶鎓盐的反应。
反应机理
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反应实例
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【J. Org. Chem. 1997, 62, 729-735】
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【Tetrahedron Lett. 2000, 41, 9251-9256】
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【Tetrahedron 2007, 63, 5587-5592】
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【Org. Lett. 2008, 10, 4787-4790】
相关文献
1. (a) Zincke, Th. Ann. 1903, 330, 361-374. (b) Zincke, Th.; Heuser, G.; Möller, W. Ann. 1904, 333, 296-345. (c) Zincke, Th.; Würker, W. Ann. 1905, 338, 107-141. (d) Zincke, Th.; Würker, W. Ann. 1905, 341, 365-379. (e) Zincke, Th.; Weisspfenning, G. Ann. 1913, 396, 103-131.
2. Epszju, J.; Lunt, E.; Katritzky, A. R. Tetrahedron 1970, 26, 1665-1673. (Review).
3. Becher, J. Synthesis 1980, 589-612. (Review).
4. Kost, A. N.; Gromov, S. P.; Sagitullin, R. S. Tetrahedron 1981, 37, 3423-3454. (Review).
5. Wong, Y.-S.; Marazano, C.; Gnecco, D.; Génisson, Y.; Chiaroni, A.; Das, B. C. J. Org. Chem. 1997, 62, 729-735.
6. Urban, D.; Duval, E.; Langlois, Y. Tetrahedron Lett. 2000, 41, 9251-9256.
7. Cheng, W.-C.; Kurth, M. J. Org. Prep. Proced. Int. 2002, 34, 585-588. (Review).
8. Rojas, C. M. Zincke Reaction. In Name Reactions in Heterocyclic Chemistry; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2005, pp 355-375. (Review).
9. Shorey, B. J.; Lee, V.; Baldwin, J. E. Tetrahedron 2007, 63, 5587-5592.
10. Michels, T. D.; Rhee, J. U.; Vanderwal, C. D. Org. Lett. 2008, 10, 4787-4790.
11. Vanderwal, C. D. J. Org. Chem. 2011, 76, 9555-9567. (Review).
编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Zincke reaction,page 656-658.
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