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Influence of added salts and acids on the ionic hydrogenation of thiophenes

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

Conclusions

  1. 1.

    The ionic hydrogenation of thiophenes is greatly accelerated by a large excess of trifluoroacetic acid or small quantities of p-toluenesulfonic acid or neutral salts (lithium perchlorate and lithium tosylate).

  2. 2.

    In the hydrogenation of 2-ethylthiophene use of excess CF3COOH or addition of p-toluenesulfonic acid or LiClO4 not only accelerates the reaction but also increases the yield of 2-ethyltetrahydrothiophene.

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Translated from Izvestiya Akademiya Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2526–2529, November, 1977.

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Parnes, Z.N., Lyakhovetskii, Y.I., Dolgova, S.P. et al. Influence of added salts and acids on the ionic hydrogenation of thiophenes. Russ Chem Bull 26, 2340–2343 (1977). https://doi.org/10.1007/BF00958722

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  • DOI: https://doi.org/10.1007/BF00958722

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