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Alcoholysis of 2,2-Dichloropropyl Derivatives of Carbazole, Phenothiazine, and Phenoxazine

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Abstract

Reactions of 9-(2,2-dichlorocyclopropyl)carbazole, 10-(2,2-dichlorocyclopropyl)phenothiazine, and 10-(2,2-dichlorocyclopropyl)phenoxazine with alcohols in the system t-BuOK-DMSO yield the corresponding N-(1-alkoxy-2-propynyl) derivatives. Hydrolysis of 9-(1-methoxy-2-propynyl)carbazole and 10-(1-methoxy-2-propynyl)phenothiazine in 60% aqueous dioxane in the presence of sulfuric acid gives the corresponding heterocyclic amine and 2-propynal.

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Authors and Affiliations

  1. Polzunov Altai State Technical University, pr. Lenina 46, Barnaul, 656099, Russia

    I. N. Okhtemenko & A. I. Khlebnikov

  2. Siberian Division, Russian Academy of Sciences, Institute of Petroleum Chemistry, Russia

    V. D. Ogorodnikov

Authors
  1. I. N. Okhtemenko
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  2. A. I. Khlebnikov
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  3. V. D. Ogorodnikov
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Okhtemenko, I.N., Khlebnikov, A.I. & Ogorodnikov, V.D. Alcoholysis of 2,2-Dichloropropyl Derivatives of Carbazole, Phenothiazine, and Phenoxazine. Russian Journal of Organic Chemistry 37, 112–115 (2001). https://doi.org/10.1023/A:1012341921034

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  • DOI: https://doi.org/10.1023/A:1012341921034

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