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Chemistry of Heterocyclic Compounds

, Volume 16, Issue 11, pp 1139–1146 | Cite as

Bisindoles. 6, Synthesis and investigation of some properties of 2-formyl-, 3-formyl-, and 3,8-diformyl-1H,6H-indolo[7,6-g]indoles

  • Sh. A. Samsoniya
  • M. V. Trapaidze
  • L. N. Kurkovskaya
  • Dzh. A. Kereselidze
  • N. N. Suvorov
Article

Abstract

The formylation of 1H,6H-indolo[7,6-g]indole under the conditions of the Vilsmeier reaction at a molar ratio of the indoloindole and the Vilsmeier complex of 1∶1 has made it possible to raise the yield of 3-formyl-1H,6H-indolo[7,6-g]indole to 43% and to also isolate 2-formyl-1H,6H-indolo[7,6-g]indole. The 1H,6H-indolo[7,6-g]indole molecule was subjected to quantum-chemical calculation by the CNDO (complete neglect of differential overlap) MO method. The formylindoloindoles were condensed with aniline, thiosemicarbazide, nitromethane, nitroethane, and hydroxyl-amine. The configurations of the isomeric dioximes of 3,8-diformyl-1H, 6H-indole[7, 6-g]indole were established by PMR spectroscopy.

Keywords

Spectroscopy Organic Chemistry Aniline Indole Nitromethane 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1981

Authors and Affiliations

  • Sh. A. Samsoniya
    • 1
    • 2
  • M. V. Trapaidze
    • 1
    • 2
  • L. N. Kurkovskaya
    • 1
    • 2
  • Dzh. A. Kereselidze
    • 1
    • 2
  • N. N. Suvorov
    • 1
    • 2
  1. 1.Tbilisi State UniversityTbilisi
  2. 2.D. I. Mendeleev Moscow Institute of Chemical TechnologyMoscow

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