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Reaction of aromatic sulfonyl compounds with excess organolithium reagent

8. Transformations of p-bis(tert-butylsulfonyl)benzene and 2,5-bis(tert-butylsulfonyl)thiophene

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

Conclusions

  1. 1.

    p-Bis(tert-butylsulfonyl)benzene (I) and 2,5-bis(tert-butylsulfonyl)thiophene (II) when treated with n-BuLi are capable of replacing one of the sulfonyl groups by the n-butyl group.

  2. 2.

    The conditions were found where sulfone (II) is metalated in theβ position of the thiophene ring.

  3. 3.

    Lithium 2-thienyimercaptide is metalated in the freeα position.

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Literature cited

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Additional information

See [1] for Communication 7.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1583–1588, July, 1976.

The authors are indebted to A. S. Yakubov for supplying the sample of 2, 4-dibenzoylthiophene.

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Stoyanovich, F.M., Chermanova, G.B., Gol'dfarb, Y.L. et al. Reaction of aromatic sulfonyl compounds with excess organolithium reagent. Russ Chem Bull 25, 1503–1508 (1976). https://doi.org/10.1007/BF00920826

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  • DOI: https://doi.org/10.1007/BF00920826

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