Borsche–Drechsel环化反应

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由环己酮苯腙在酸性条件下制备四氢咔唑的反应。反应机理同Fisher吲哚合成反应。

反应机理



反应实例



参考文献


1. Drechsel, E. J. Prakt. Chem. 1858, 38, 69.

2. Borsche, W.; Feise, M. Ber. Dtsch. Chem. Ges. 1904, 20, 378. Walther Borsche was a professor at Chemischen Institut, Universität Göttingen, Germany when this paper was published. Borsche was completely devoid of the arrogance shown by many of his contemporaries. Borsche and his colleague at Frankfurt, Julius von Braun, both suffered under the Nazi regime for their independent minds.


Walther Borsche在德国哥廷根大学化学研究所当教授期间,发表了大量的论文。Borsche在其同时代的化学家中为人相当谦虚。Borsche 和他在法兰克福的同事Julius von Braun在纳粹统治期间受到迫害。


3. Atkinson, C. M.; Biddle, B. N. J. Chem. Soc. (C) 1966, 2053.

4. Bruck, P. J. Org. Chem. 1970, 35, 2222.

5. Gazengel, J. M.; Lancelot, J. C.; Rault, S.; Robba, M. J. Heterocycl. Chem. 1990, 27,

1947.

6. Abramovitch, R. A.; Bulman, A. Synlett 1992, 795.

7. Murakami, Y.; Yokooa, H.; Watanabe, T. Heterocycles 1998, 49, 127.

8. Lin, G.; Zhang, A. Tetrahedron 2000, 56, 7163.

9. Ergun, Y.; Bayraktar, N.; Patir, S.; Okay, G. J. Heterocycl. Chem. 2000, 37, 11.

10. Rebeiro, G. L.; Khadilkar, B. M. Synthesis 2001, 370.


编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Borsche–Drechsel cyclization,page 71-72.


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