- A+
胺和羰基化合物缩合得到亚胺,然后通过还原剂(常用的有NaCNBH3,NaBH(OAc)3 等)还原生成相应的胺的反应。
反应机理
反应实例
【Tetrahedron Lett. 1990, 31, 5547–5550】
【J. Org. Chem. 2008, 73, 8829–8837】
【Tetrahedron Lett. 2008, 49, 5211–5213】
参考文献
1. Borch, R. F., Durst, H. D. J. Am. Chem. Soc. 1969, 91, 3996–3997. Richard F. Borch, born in Cleveland, Ohio, was a professor at the University of Minnesota.
2. Borch, R. F.; Bernstein, M. D.; Durst, H. D. J. Am. Chem. Soc. 1971, 93, 2897–2904.
3. Borch, R. F.; Ho, B. C. J. Org. Chem. 1977, 42, 1225–1227.
4. Barney, C. L.; Huber, E. W.; McCarthy, J. R. Tetrahedron Lett. 1990, 31, 5547–5550.
5. Mehta, G.; Prabhakar, C. J. Org. Chem. 1995, 60, 4638–4640.
6. Lewin, G.; Schaeffer, C. Heterocycles 1998, 48, 171–174.
7. Lewin, G.; Schaeffer, C.; Hocquemiller, R.; Jacoby, E.; Léonce, S.; Pierré, A.; Atassi,G. Heterocycles 2000, 53, 2353–2356.
8. Lee, O.-Y.; Law, K.-L.; Ho, C.-Y.; Yang, D. J. Org. Chem. 2008, 73, 8829–8837.
9. Sullivan, B.; Hudlicky, T. Tetrahedron Lett. 2008, 49, 5211–5213.
10. Koszelewski, D.; Lavandera, I.; Clay, D.; Guebitz, G. M.; Rozzell, D.; Kroutil, W.Angew. Chem. Int. Ed. 2008, 47, 9337–9340.
编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Borch reductive amination,page 66-67.
相关反应
Leuckart–Wallach反应
酮和胺在过量的甲酸作为还原剂的条件下进行还原胺化的反应。当用醛作为底物的反应为Eschweiler–Clarke还原胺化反应。
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