Publication: Umlagerungsreaktionen von (2’-Propinyl)cyclohexadienolen und -semibenzolen
Umlagerungsreaktionen von (2’-Propinyl)cyclohexadienolen und -semibenzolen
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Lukac, J., & Heimgartner, H. (1985). Umlagerungsreaktionen von (2’-Propinyl)cyclohexadienolen und -semibenzolen. Helvetica Chimica Acta, 68, 355–370. https://doi.org/10.1002/hlca.19850680210
Abstract
Abstract
Abstract
The acid-catalyzed dienol-benzene rearrangement of 3- and 5-methyl-substituted (2’-propiny1)cyclohexadienols has been investigated. Treatment of the dienols with CF3COOH in CCl4 yields allenyl- and (2’-propiny1)benzenes via [3,4]- and [1,2]-sigmatropic rearrangements, respectively. The reaction with H2SO4 in Et2O leeds to a mixture of allenyl-, 2’-propinyl-, 3’-butinyl- and (2’,3’-butadienyl)benzenes (Scheme 3). The latter are products of a thermal semibenzene-benzene rearrangement (cf: Scheme 9). The corresponding semibenzenes have b
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- Lukac, Josef
- Heimgartner, Heinz
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Citations
Lukac, J., & Heimgartner, H. (1985). Umlagerungsreaktionen von (2’-Propinyl)cyclohexadienolen und -semibenzolen. Helvetica Chimica Acta, 68, 355–370. https://doi.org/10.1002/hlca.19850680210
