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[1,2]-Meisenheimer重排2019-03-21


叔胺的N-氧化物通过[1,2]-σ单电子重排得到O-取代羟胺的反应。

反应实例



参考文献

1. Meisenheimer, J. Ber. 1919, 52, 1667–1677.

2. Castagnoli, N., Jr.; Craig, J. C.; Melikian, A. P.; Roy, S. K. Tetrahedron 1970, 26,4319–4327.

3. Johnstone, R. A. W. Mech. Mol. Migr. 1969, 2, 249–266. (Review).

4. Kurihara, T.; Sakamoto, Y.; Tsukamoto, K.; Ohishi, H.; Harusawa, S.; Yoneda, R. J.Chem. Soc., Perkin Trans. 1, 1993, 81–87.

5. Yoneda, R.; Sakamoto, Y.; Oketo, Y.; Minami, K.; Harusawa, S.; Kurihara, T. Tetrahedron Lett. 1994, 35, 3749–3752.

6. Kurihara, T.; Sakamoto, Y.; Takai, M.; Ohishi, H.; Harusawa, S.; Yoneda, R. Chem.Pharm. Bull. 1995, 43, 1089–1095.

7. Yoneda, R.; Sakamoto, Y.; Oketo, Y.; Harusawa, S.; Kurihara, T. Tetrahedron 1996,52, 14563–14576.

8. Yoneda, R.; Araki, L.; Harusawa, S.; Kurihara, T. Chem. Pharm. Bull. 1998, 46, 853–856.

9. Menguy, L.; Drouillat, B.; Marrot, J.; Couty, F. Tetrahedron Lett. 2012, 53, 4697–4699.

编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, [1,2]-Meisenheimer rearrangement,page 390.

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