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Regioselective methylation of 1-benzyl-Δ9, 10-octahydro-4-quinolone

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The methylation of 1-benzyl-Δ9,10-octahydro-4-quinolone with methyl iodide in the presence of lithium diethylamide in tetrahydrofuran is a regioselective electrophilic substitution reaction, and, depending on the reaction conditions, takes place in the 3 or 8 position of the quinolone system. Deuteration under the same conditions takes place only in the 3 position.

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Literature cited

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, 117234, Moscow

    G. V. Grishina, I. F. Leshcheva, N. M. Sergeev, V. M. Potapov & A. I. Vovk

Authors
  1. G. V. Grishina
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  2. I. F. Leshcheva
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  3. N. M. Sergeev
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  4. V. M. Potapov
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  5. A. I. Vovk
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Additional information

Communication 1 from the series “Methylated cis-enamino ketones.”

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 780–784, June, 1982.

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Grishina, G.V., Leshcheva, I.F., Sergeev, N.M. et al. Regioselective methylation of 1-benzyl-Δ9, 10-octahydro-4-quinolone. Chem Heterocycl Compd 18, 589–593 (1982). https://doi.org/10.1007/BF00506149

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  • DOI: https://doi.org/10.1007/BF00506149

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