Hinsberg噻吩合成反应

硫代二甘酸二乙酯和α-二酮在碱性条件下缩合得到3,4-二取代噻吩-2,5-二甲酸酯，然后水解生成相应的酸的反应。

反应机理

反应实例

参考文献

1. Hinsberg, O. Ber. 1910, 43, 901-􀀐906.

2. Miyahara, Y.; Inazu, T.; Yoshino, T. Bull. Chem. Soc. Jpn. 1980, 53, 1187-􀀐1188.

3. Gronowitz, S. In Thiophene and Its Derivatives, Part 1, Gronowitz, S., ed.; Wiley-Interscience: New York, 1985, pp 34􀀐-41. (Review).

4. Miyahara, Y.; Inazu, T.; Yoshino, T. J. Org. Chem. 1984, 49, 1177-􀀐1182.

5. Christl, M.; Krimm, S.; Kraft, A. Angew. Chem. Int. Ed. 1990, 29, 675-􀀐677.

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7. Vogel, E.; Pohl, M.; Herrmann, A.; Wiss, T.; König, C.; Lex, J.; Gross, M.;

Gisselbrecht, J. P. Angew. Chem. Int. Ed. 1996, 35, 1520-􀀐1525.

8. Mullins, R. J.; Williams, D. R. Hinsberg Synthesis of Thiophene Derivatives. In Name Reactions in Heterocyclic Chemistry; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2005, pp

199􀀐-206. (Review).

9. Traversone, A.; Brill, W. K.-D. Tetrahedron Lett. 2007, 48, 3535􀀐-3538.

10. Jimenez, R. P.; Parvez, M.; Sutherland, T. C.; Viccars, J. Eur. J. Org. Chem. 2009,5635-5646.

编译自：Name Reactions （A Collection of Detailed Reaction Mechanisms）, Jie Jack Li, Hinsberg synthesis of thiophenes，page 314-315.