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Diene Condensation of Cyclopentadiene with Dienophiles of Allylacetylene Series

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Abstract

Diene condensation of cyclopentadiene with 2-substituted allylacetylenes occurs nonselectively at a double and triple bonds; therewith the dienophile activity grows in parallel with the electron-withdrawing properties of the substituent. Depending on electronic character of functional groups the reaction proceeds as “neutral” diene synthesis. The relative activity of cyclopentadiene and 1,3-cyclohexadiene in reactions with allylacetylenes is essentially governed by the different distance between the 1,4-reactive sites in these systems.

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Authors and Affiliations

  1. Institute of Polymer Materials, National Academy of Sciences of Azerbaidzhan, Sumgait, 373204, Azerbaidzhan

    M. G. Veliev, A. Z. Chalabieva, M. I. Shatirova & E. G. Akperova

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  1. M. G. Veliev
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  2. A. Z. Chalabieva
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  3. M. I. Shatirova
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  4. E. G. Akperova
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Veliev, M.G., Chalabieva, A.Z., Shatirova, M.I. et al. Diene Condensation of Cyclopentadiene with Dienophiles of Allylacetylene Series. Russian Journal of Organic Chemistry 39, 825–830 (2003). https://doi.org/10.1023/B:RUJO.0000003159.15212.50

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  • DOI: https://doi.org/10.1023/B:RUJO.0000003159.15212.50

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