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每天一个人名反应--Polonovski反应

N-氧化胺用一个如乙酸酐那样的活化剂处理,重排产生N,N-二取代酰胺和醛。


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反应机理

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分子内路径也有可能


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反应实例


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参考文献


1. (a) Pinner, A.; Klein, F. Ber.1877, 10, 1889–1897. (b) Pinner, A.; Klein, F. Ber.

1878, 11, 1825.

2. Poupaert, J.; Bruylants, A.;Crooy, P. Synthesis 1972, 622–624.

3. Lee, Y. B.; Goo, Y. M.; Lee,Y. Y.; Lee, J. K. Tetrahedron Lett1990, 31, 1169–1170.

4. Cheng, C. C. Org. Prep.Proced. Int1990, 22, 643–645.

5. Siskos, A. P.; Hill, A. M. TetrahedronLett2003, 44, 789–794.

6. Fischer, M.; Troschuetz, R. Synthesis2003, 1603–1609.

7. Fringuelli, F.; Piermatti,O.; Pizzo, F. Synthesis 2003, 2331–2334.

8. Cushion, M. T.; Walzer, P.D.; Collins, M. S.; Rebholz, S.; Vanden Eynde, J. J.;

Mayence, A.; Huang, T. L. Antimicrob.Agents Chemoth2004, 48, 4209–4216.

9. Li, J.; Zhang, L.; Shi, D.;Li, Q.; Wang, D.; Wang, C.; Zhang, Q.; Zhang, L.; Fan, Y.

Synlett 2008, 233–236.

10. Racané, L.;Tralic-Kulenovic, V.; Mihalic, Z.; Pavlovic, G.; Karminski-Zamola, G.

Tetrahedron 2008, 64, 11594–11602.

11. Pfaff, D.; Nemecek, G.;Podlech, J. Beilstein J. Org. Chem2013, 9, 1572–1577.



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