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Darzens-Nenitzescu烯烴酰基化反應(yīng)

在Zn-Cu催化下,酰氯和烯烴反應(yīng)得到烯烴?;a(chǎn)物的反應(yīng)。反應(yīng)類似Friedel–Crafts反應(yīng)。


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】


相關(guān)文獻(xiàn)

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



編譯自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 115.




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