Boger吡啶合成反应

1,2,4-三嗪和亲二烯体（如烯胺）通过杂原子D-A加成脱去N2得到吡啶的反应。类似的利用1,2,4,5-四嗪作为底物可以用于合成哒嗪类化合物【Eur. J. Org. Chem. 2008, 1673–1676】。

反应机理

反应实例

【Org. Synth. 1988, 66, 142-150】

【J. Org. Chem. 2006, 69, 7171-7182】

【Synlett 2007,2217-2221】

【Tetrahedron Lett. 2008, 49, 719-722】

相关文献

1. Boger, D. L.; Panek, J. S. J. Org. Chem. 1981, 46, 2179-2182. Dale Boger obtained his Ph.D. under E.J. Corey at Harvard University in 1980. He started his independent career at the University of Kansas, moving onto Purdue University, and currently he is a professor at The Scripps Research Institute.

2. Boger, D. L. Tetrahedron 1983, 39, 2869-2939. (Review).

3. Boger, D. L.; Panek, J. S.; Yasuda, M. Org. Synth. 1988, 66, 142-150.

4. Boger, D. L. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.;Pergamon, 1991, Vol. 5, 451-512. (Review).

5. Behforouz, M.; Ahmadian, M.Tetrahedron 2000, 56, 5259-5288. (Review).

6. Buonora, P.; Olsen, J.-C.; Oh, T. Tetrahedron 2001, 57, 6099-6138. (Review).

7. Jayakumar, S.; Ishar, M. P. S.; Mahajan, M. P. Tetrahedron 2002, 58, 379-471. (Review).

8. Lahue, B. R.; Lo, S.-M.; Wan, Z.-K.; Woo, G. H. C.; Snyder, J. K. J. Org. Chem. 2006, 69, 7171-7182.

9. Galatsis, P. Boger Reaction. In Name Reactions in Heterocyclic Chemistry; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2005, pp 323-339. (Review).

10. Catozzi, N.; Bromley, W. J.; Wasnaire, P.; Gibson, M.; Taylor, R. J. K. Synlett 2007,2217-2221.

11. Lawecka, J.; Bujnicki, B.; Drabowicz, J.; Rykowski, A. Tetrahedron Lett. 2008, 49, 719-722.

编译自：Name Reactions （A Collection of Detailed Reaction Mechanisms）, Jie Jack Li, Boger pyridine synthesis，page 64-65.