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Synthesis of macrocyclic compounds

20. 2,3-Benzo-5-oxa-[10]-α-cyclothiene-1,4-dione and its reductive desulfurization products

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Conclusions

  1. 1.

    A method has been developed for synthesizing previously unknown macrocyclic keto lactones containing a thiophene and fused benzene ring from thiophene.

  2. 2.

    Reductive desulfurization of the system containing the thiophene ring gives a 14-membered macrocyclic lactone, viz., 3,4-benzooxacyclotetradecane-2,5-dione (1'-keto-2,4-didesoxy-norzearalane).

  3. 3.

    The corresponding lactone and hydroxy lactone with a fused benzene ring are obtained by varying the reductive desulfurization conditions.

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Literature cited

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 147–153, January, 1977.

See [1] for communication 19.

See [2 for nomenclauture of macrocyclic compound containing a thiophene ring.

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Alashev, F.D., Bulgakova, V.N., Gol'dfarb, Y.L. et al. Synthesis of macrocyclic compounds. Russ Chem Bull 26, 126–131 (1977). https://doi.org/10.1007/BF00921508

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Keywords

  • Benzene
  • Dione
  • Lactone
  • Benzene Ring
  • Thiophene