Griess脱氨基反应

学术   2024-11-23 09:03   上海  

芳基氨先重氮化形成重氮盐,接着与次磷酸(H3PO2)反应生成脱氨基产物的反应。除了次磷酸,Sn(OH)2也可以用于此反应。



图片来源:https://cheminfographic.wordpress.com/2018/01/08/62-diazotisation-1900/


反应实例

To stirred 2,4,6-trichloroaniline 4 (0.21 g, 1.05 mmol) in 15 mL of MeCN was added liq NO2 (0.7 mL, 2.25 mmol) at 20 C. On completion of diazotization were added dried Ca(H2PO2)2 (0.365 g, 2.105 mmol), FeSO47H2O (0.03 g, 0.1 mmol) and MeOH (2.5 mL) and the resulting suspension was stirred for 30 min at r.t. The mixture was diluted with water (15 ml), worked up and chromatographed (silica gel, hexane:EA) to afford 5 (83%).


相关文献

1, Griess P, Philos Trans 1864 154 683

2, Griess P, Chem Ber 1897 21 547

3, Kornblum N, Org React 1944 2 262

4, Cowdry WA, Quart Rev 1952 26 358

5, Howe R, J Chem Soc (C) 1966 478

6, Fletcher TL, Synthesis 1973 610

7, Suzuki H, Tet Lett 2000 41 5567



编辑自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 190.



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