Chemistry of Heterocyclic Compounds

, Volume 23, Issue 10, pp 1078–1081 | Cite as

Synthesis of 4-chlorosubstituted spiropyranes of the indole series

  • N. M. Przhiyalgovskaya
  • L. I. Kon'kov
  • L. N. Kurkovskaya
  • V. F. Mandzhikov
Article
  • 37 Downloads

Abstract

Enaminohydroxyketones, formed from 1,3,3-trimethyl-2-methyleneindoline and ortho-acetoxyaromatic acid chlorides, are converted by heating with phosphorus oxychloride in dichloroethane and subsequent treatment with alkali to 4-chlorosubstituted spiropyranes of the indole series; these, in contrast to the unsubstituted analogs, do not show photochromic properties.

Keywords

Chloride Phosphorus Organic Chemistry Indole Subsequent Treatment 

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Literature Cited

  1. 1.
    é. R. Zakhs, V. P. Martynova, and L. S. éfros, Khim. Geterotsikl. Soedin., No. 4, 435 (1979).Google Scholar
  2. 2.
    R. Wizinger and H. Wenning, Helv. Chim. Acta, 23, 247 (1940).Google Scholar
  3. 3.
    K. T. Dzhaparidze, I. Ya. Pavlenishvili, V. G. Tsitsishvili, and D. P. Maisuradze, Soobshch. Akad. Nauk Gruz. SSR, 70, 349 (1973).Google Scholar
  4. 4.
    R. C. Bertelson, Photochromism, G. H. Brown (ed.), Wiley-Intersci., New York (1971), p. 49.Google Scholar
  5. 5.
    N. M. Przhiyalgovskaya, L. I. Kon'kov, D. L. Tarshits, S. V. Salmina, N. T. Segizova, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 7, 915 (1987).Google Scholar
  6. 6.
    L. I. Kon'kov, N. M. Przhiyalgovskaya, and N. N. Suvorov, Dokl. Akad. Nauk SSSR, 278, 1130 (1984).Google Scholar
  7. 7.
    V. N. Zemlyanoi, I. L. Mushkalo, M. Yu. Kornilov, I. E. Boldeskul, and M. L. Dekhtyar', Khim. Geterotsikl. Soedin., No. 3, 361 (1983).Google Scholar

Copyright information

© Plenum Publishing Corporation 1988

Authors and Affiliations

  • N. M. Przhiyalgovskaya
    • 1
  • L. I. Kon'kov
    • 1
  • L. N. Kurkovskaya
    • 1
  • V. F. Mandzhikov
    • 1
  1. 1.D. I. Mendeleev Moscow Institute of Chemical TechnologyUSSR

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