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Friedel-Crafts Amidoalkylation via Thermolysis and Oxidative Photocatalysis

  作者 DAI CHUNHUI; MESCHINI FRANCESCO; NARAYANAM JAGAN M R; STEPHENSON COREY R J  
  选自 期刊  Journal of Organic Chemistry;  卷期  2012年77-9;  页码  4425-4431  
  关联知识点  
 

[摘要]Friedel Crafts amidoalkylation was achieved by oxidation of dialkylamides using persulfate (S2O82-) in the presence of the visible light catalyst, Ru(bpy)(3)Cl-2, at room temperature, via a reactive N-acyliminium intermediate. Alternatively, mild heating of the dialkylamides and persulfate afforded a metal and Lewis acid-free Friedel-Crafts amidoalkylation. Alcohols and electron-rich arenes served as effective nucleophiles, forming new C-O or C-C bonds. In general, photocatalysis provided higher yields and better selectivities.

 
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