Journal of Photoscience

Korean Society of Photoscience (한국광과학회)
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PHOTOADDITION REACTIONS OF 1,4-DIPHENYLBUT-1-EN-3-YNE TO p-QUINONES

  • Kim, Sung-Sik (Department of Chemistry, Chonbuk National University) ;
  • So, Mi-Hyun (Department of Chemistry, Chonbuk National University)
  • Published : 1996.06.01
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Abstract

Photoaddition reactions of p-quinones to 1, 4-diphenylbubl-en-3-yne (BEY) have been investigated. Irradiation (300 nm) of BEY and 1, 4-benzoquinones in dichloromethane afforded quinone methides. I rradiation of 1, 4-naphthoquinone and BEY leaded to the formation of unstable spiro oxetene intermediate, followed by the rearrangement to give quinone methide, and finally the oxidative photocyclization. In contrast, irradiation 2, 3-dichloro-1, 4-naphthoquinone (or anthraquinone) and BEY yielded another type of quinone methides in one pot.

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References

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