Darzens-Nenitzescu烯烃酰基化反应

在Zn-Cu催化下，酰氯和烯烃反应得到烯烃酰基化产物的反应。反应类似Friedel–Crafts反应。

Ketone (3). To freshly prepared active Zn in DCM (from 6.54 g, 0.10 mol of Zn dust and CuCl (0.99 g, 0.01 mol) in 30 mL DCM refluxed under N2 for 30 min, then addition of 0.05 mol of CH2I2 at r.t. and 1 more hour of reflux) was added slowly olefin 1 (0.05 mol) in 10 mL DCM at 0–5 C under N2, followed by 0.10 mol of 2 in 10 mL DCM over 15 min at 15–20 C (exothermic, color change to red-brown). After 2 h, the mixture was refluxed for 2 h and 30 mL of 10% aq

H2SO4 was added with cooling. Filtration, ether extraction, workup and evaporation afforded 3 (63%).

【Shono T, J Org Chem., 1983, 48, 2503】

相关文献

1 Darzens G Compt Rendu 1910 150 707

2 Nenitzescu CD Liebig’s Ann 1931 491 189

3 Niu CI J Am Chem Soc 1955 77 416

4 Shono T J Org Chem 1983 48 2503

5 Labiad B Synth Comm 1992 22 3181

6 Nakanishi S Synth Comm 1998 28 1967

编译自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 115.