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Phenylation Reaction of alpha-Acylnitromethanes To Give 1,2-Diketone Monooximes: Involvement of Carbon Electrophile at the Position alpha to the Nitro Group

  作者 TAKAMOTO MIKIHIRO; KUROUCHI HIROAKI; OTANI YUKO; OHWADA TOMOHIKO  
  选自 期刊  Synthesis;  卷期  2009年-24;  页码  4129-4136  
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[摘要]The generality and the effects of substituents on phenylation reactions of alpha-acylnitromethanes catalyzed by trifluoromethanesulfonic acid have been studied. alpha-Aroylnitromethanes afforded benzil monooximes in good yield. In the case of aliphatic alpha-acylnitromethane, a similar phenylation reaction proceeded, but the yield of the phenylated 1,2-dione monooxime was low. These phenylation reactions represent examples of the generation of carbocation electrophiles at the alpha-position of a nitro group.

 
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