Journal of Photoscience

Korean Society of Photoscience (한국광과학회)
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Novel Conversion of 2-(4-Dimethylaminoaryl)-1,4-diphenylbutane-l,4-diones into 3-(4- Dimethylaminoaryl)-l-phenylpropenones via Debenzoylation and Oxidation

  • Kim, Sung-Sik (Department of Chemistry, Chonbuk National University) ;
  • Chang, Ji-Ae (Department of Chemistry, Chonbuk National University) ;
  • Kim, Ae-Rhan (Department of Chemistry, Chonbuk National University) ;
  • Cho, Kyung-Won (Department of Chemistry, Chonbuk National University) ;
  • Park, Sang-Kyu (Department of Chemistry, Chonbuk National University)
  • Published : 2005.08.31
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Abstract

It was found that 1,4-diketones such as 1,4-diphenyl-l,4-butanediones containing N,N-dimethylaminophenyl (pDPB) and N,N-dimethylaminonaphthyl (nDPB) at C2 are converted into 3-(4-dimethylaminoaryl)-1-phenylpropan-lones (pPPA and nPPA) by treatment with $Ca(OH)_2$ in methanol, which was easily oxidized to enone, i.e., 3-(4-dimethylaminophenyl)-l-phenylpropenones (pPPE and nPPE), when treated with 2,3-dichloro-5,6-dicyano-l,4-benzoquinone (DDQ) in dichloromethane.

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