The first example of formation of the benzyne intermediate from the reactions of selenonium salts with phenyllithium

  • Kataoka T
  • Watanabe S
  • Yamamoto K
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Abstract

The reaction of diphenyl(phenylethynyl)selenonium salt 1a with 1.0 equiv. of phenyllithium afforded 1,4-diphenylbutadiyne 5 and 1-(o- biphenylyl)-2-phenylethyne 7 in 25% and 15% yields, respectively. The latter product 7 was formed via the benzyne intermediate.

Author-supplied keywords

  • Arynes
  • Coupling reactions
  • Hypervalent elements
  • Selenonium ions

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Authors

  • Tadashi Kataoka

  • Shin ichi Watanabe

  • Keiichirou Yamamoto

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