Journal of Jishou University(Natural Sciences Edition)

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Copper-Catalyzed Cyclization Reaction of N-Aryl Acrylamide and Acetone to Synthetize Indolone

DENG Youlin,YANG You,LI Liyang,WANG Liangneng,LI Zengzeng,FU Meiling,TANG Shi   

  1. (College of Chemistry and Chemical Engineering,Jishou University,Jishou 416000,Hunan China)
  • Online:2016-09-25 Published:2016-10-01


A highly efficient and simple synthesis way of copper-catalyzed carbonylation and cyclization  in active olefins to indole ketone was developed.At 100 ℃,the free radical tandem cyclization reaction with N-aryl acrylamides compounds synthesized a series of indole derivatives efficiently with cuprous chloride as a catalyst,di-tert-butyl peroxide (DTBP) as an oxidant and acetone as a solvent and reactant.We also explored the effects of different temperatures,catalysts,solvent and other factors on the reaction.Moreover,the mechanism of the cyclization reaction was derived.

Key words: copper catalysis, cyclization dehydrogenation coupling, di-tert-butyl peroxide, acetonylindolinone

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