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Synthesis of Monooximes of 3,3-Dialkyl-3,4-dihydro-1-isoquinolyl Aryl Ketones and Diketones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

1-Aroylmethyl-3,3-dialkyl-3,4-dihydroisoquinolines were synthesized by the Ritter reaction. The nitrosylation of these isoquinoline derivatives proceeds smoothly at the β-enamine carbon atom to give monooximes of 3,3-dialkyl-3,4-dihydro-1-isoquinolyl aryl diketones. Loss of an acetyl group occurs in the nitrosylation of 1-(α-acetylbenzyl)-3,3-dimethyl-3,4-dihydroisoquinoline.

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Authors and Affiliations

  1. Institute of Technical Chemistry, Urals Branch, Russian Academy of Sciences, Perm, 614600, Russia

    V. A. Glushkov, V. I. Karmanov, E. V. Feshina, G. A. Postanogova & Yu. V. Shklyaev

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  1. V. A. Glushkov
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  2. V. I. Karmanov
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  3. E. V. Feshina
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  4. G. A. Postanogova
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  5. Yu. V. Shklyaev
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Glushkov, V.A., Karmanov, V.I., Feshina, E.V. et al. Synthesis of Monooximes of 3,3-Dialkyl-3,4-dihydro-1-isoquinolyl Aryl Ketones and Diketones. Chemistry of Heterocyclic Compounds 37, 103–108 (2001). https://doi.org/10.1023/A:1017549102961

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