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Electrochemical cyclization of the tetramethyl ester of propane-1,1,3,3-tetracarboxylic acid in the presence of salts of hydrogen halides

  • Organic Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    On electrolysis in methanol in the presence of the catalyst carrier NaI, tetramethyl propane-1,1,3,3-tetracarboxylate cyclizes with the exclusive formation of tetramethyl cyclopropane-1,1,2,2-tetracarboxylate with the yield up to 98%.

  2. 2.

    In the presence of NaBr and LiCl, hexamethyl pentane-1,1,3,3,5,5-hexacarboxylate, hexamethyl cyclopentane-1,1,2,2,4,4-hexacarboxylate, and tetramethyl tetrahydrofuran-2,2,4,4-tetracarboxylate are also formed; the last may be obtained with the yield up to 60%.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1603–1608, July, 1989.

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élinson, M.N., Fedukovich, S.K., Lindeman, S.V. et al. Electrochemical cyclization of the tetramethyl ester of propane-1,1,3,3-tetracarboxylic acid in the presence of salts of hydrogen halides. Russ Chem Bull 38, 1467–1471 (1989). https://doi.org/10.1007/BF00978439

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  • DOI: https://doi.org/10.1007/BF00978439

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