Conclusions
Terminal acetylenes and HCN in the presence of CuCl add regioselectively as CH-acids to the unsaturated three-membered ring of methyl esters of 1-alkylcyclopropene-3-carboxylic acids to form the methyl esters of the corresponding 3-alken-5-ynoic acids or 4-cyano-3-alkyl-3-butenoic acids in yields up to 60%.
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Literature cited
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2401–2405, October, 1985.
These results were partially reported at the Seventh All-Union Conference on the Chemistry of Acetylene [1].
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Protopopova, M.N., Shapiro, E.A., Tomilov, Y.V. et al. Regioselective catalytic addition of terminal acetylenes to methyl esters of 1-alkylcyclopropene-3-carboxylic acids. Russ Chem Bull 34, 2225–2228 (1985). https://doi.org/10.1007/BF00963270
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DOI: https://doi.org/10.1007/BF00963270