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

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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.

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Kataoka, T., Watanabe, S. ichi, & Yamamoto, K. (1999). The first example of formation of the benzyne intermediate from the reactions of selenonium salts with phenyllithium. Tetrahedron Letters, 40(11), 2153–2156. https://doi.org/10.1016/S0040-4039(99)00136-7

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