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Investigation in the series of condensed heteroaromatic systems including a thiophene ring

Communication 20. Metallation of benzo-[b]-naphtho-[2,3-d]-thiophene and desulfurization of its alkyl derivatives

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

Conclusions

  1. 1.

    Under the action of n-butyllithium on benzo-[b]-naphtho-[2, 3-d]-thiophene (I), the lithium atom is inserted in the 4-position of the benzonaphthothiophene system.

  2. 2.

    In the desulfurization of 4- and 7-alkyl derivatives of benzonaphthothiophene (I) by Raney nickel, together with desulfurization there is a partial hydrogenation of the alkyl derivatives ofβ-phenylnaphthalene formed.

  3. 3.

    On the basis of a comparative study of the IR spectra of 4- and 7-alkyl derivatives of benzonaphthothiophene (I) and alkyl derivatives of naphthalenes, general principles in the vibrational spectra of these systems were found, which permitted a reliable confirmation of the position of the substituent in 4- and 7-alkyl derivatives of (I).

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For communication 19. see [1].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 79–85, January, 1972.

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Litvinov, V.P., Gverdtsiteli, D.D. & Lubuzh, E.D. Investigation in the series of condensed heteroaromatic systems including a thiophene ring. Russ Chem Bull 21, 70–75 (1972). https://doi.org/10.1007/BF00855658

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  • DOI: https://doi.org/10.1007/BF00855658

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