Journal of Photoscience

Korean Society of Photoscience (한국광과학회)
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Photoinduced Enolization of 2-(Ortho-tolyl)benzofuran-3-one

  • Park, Bong-Ser (Department of Chemistry, Dongguk University) ;
  • Eunsook Koh (Department of Chemistry, Dongguk University) ;
  • Hyojeong Yoon (Department of Chemistry Education, Seoul National University) ;
  • Chae, Woo-Ki (Department of Chemistry Education, Seoul National University)
  • Published : 2002.03.01
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Abstract

The structurally rigid $\alpha$-(o-alkylphenyl) acetophenone derivatives lacking $\beta$-hydrogens, 3,3-dimethyl-2-o-tolylibdan-1-one and 2-o-tolyl-benzofuran-3-one, were prepared and their photochemical behaviors were examined. The former did not give any photoproduct while the latter turned into its enol tautomer. The difference of reactivity of two ketones was attributed to aromatic character of the extol of the benzofuranone. It was concluded that the reaction occurred via photoinduced 1,3-H transfer.

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References

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