【人名反应】Morgan-Walls反应

2022/12/7 18:19:17
by

N-酰基邻氨基联苯用POCl3在硝基苯中回流发生闭环脱水而环合成菲啶。

反应机理

反应实例

Morgan-Walls反应是Pictet-Hubert反应的变异，后者的菲啶是由N-酰基邻氨基联苯用ZnCl2加热到250—300℃发生闭环脱水而环合成的

反应实例

参考文献

1. (a) Pictet, A.; Hubert, A. Ber.1896, 29, 1182􀀐􀀐1189. (b) Morgan, C. T.;Walls, L. P. J. Chem. Soc. 1931, 2447􀀐2456. (c)Morgan, C. T.; Walls, L. P. J. Chem. Soc. 1932, 2225􀀐2231.

2. Gilman, H.; Eisch, J. J.Am. Chem. Soc. 1957, 79, 4423􀀐4426.

3. Hollingsworth, B. L.;Petrow, V. J. Chem. Soc. 1961, 3664􀀐3667.

4. Fodor, G.; Nagubandi, S. Tetrahedron1980, 36, 1279􀀐1300.

5. Atwell, G. J.; Baguley, B.C.; Denny, W. A. J. Med. Chem. 1988, 31, 774􀀐779.

6. Peytou, V.; Condom, R.;Patino, N.; Guedj, R.; Aubertin, A.-M.; Gelus, N.; Bailly, C.;

Terreux, R.; Cabrol-Bass, D. J.Med. Chem. 1999, 42, 4042􀀐4043.

7. Holsworth, D. D. Pictet–HubertReaction. In Name Reactions in Heterocyclic Chemistry;

Li, J. J., Ed.; Wiley: Hoboken,NJ, 2005, 465􀀐468. (Review).

News