Guareschi–Thorpe缩合

氰基乙酸酯和1,3-二酮在氨存在下缩合制备2-吡啶酮的反应。

反应机理

反应实例

参考文献

1. (a) Guareschi, I. Mem. R. Accad. Sci. Torino 1896, II, 7, 11, 25. (b) Baron, H.; Renfry,F. G. P.; Thorpe, J. F. J. Chem. Soc. 1904, 85, 1726􀀐-1961. Jocelyn F. Thorpe spent two years in Germany where he worked in the laboratory of a dyestuff manufacturer before taking a post as a lecturer at Manchester. Thorpe later became FRS (Fellow of the Royal Society) and professor of organic chemistry at Imperial College.【Jocelyn F. Thorpe开始在德国的一个染料工厂工作,两年后得到曼彻斯特大学的一个讲师职位。后来成为皇家学会会员和帝国学院有机化学教授。】

2. Vogel, A. I. J. Chem. Soc. 1934, 1758-􀀐1765.

3. McElvain, S. M.; Lyle, R. E. Jr. J. Am. Chem. Soc. 1950, 72, 384􀀐-389.

4. Brunskill, J. S. A. J. Chem. Soc. (C) 1968, 960-􀀐966.

5. Brunskill, J. S. A. J. Chem. Soc., Perkin Trans. 1 1972, 2946-􀀐2950.

6. Holder, R. W.; Daub, J. P.; Baker, W. E.; Gilbert, R. H. III; Graf, N. A. J. Org. Chem.1982, 47, 1445􀀐-1451.

7. Krstic, V.; Misic-Vukovic, M.; Radojkovic-Velickovic, M. J. Chem. Res. (S) 1991, 82.

8. Galatsis, P. Guareschi􀀐Thorpe Pyridine Synthesis. In Name Reactions in Heterocyclic Chemistry; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2005, pp 307􀀐-308. (Review).

9. Schmidt, G.; Reber, S.; Bolli, M. H.; Abele, S. Org. Process Res. Dev. 2012, 16,595􀀐-604.

编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Guareschi–Thorpe condensation,page 295-296.

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