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4,9-Dihydrobenz[f]indole-4,9-dione derivatives synthesis and properties of 2,3,4,9-tetrahydrobenz[f]indole-2,4,9-triones and 2,3,4,9-tetrahydrobenz[f]indole-2,3,4,9-tetrones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Under the influence of amines, (3-chloro-1,4-naphthoquinon-2-yl)malonic ester is cyclized to 3-carbethoxy derivatives of 2,3,4,9-tetrahydrobenz[f]indole-2,4,9-trione, which were decarboxylated and then oxidized to 2,3,4,9-tetrahydrobenz[f]indole-2,3,4,9-tetrone derivatives. Methylation of 2,3,4,9-tetrahydrobenz[f]indole-2,4,9-triones leads to a mixture of O- and C-methyl derivatives.

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Literature cited

  1. C. Liebermann. 32. 262 (1899).

  2. Z. Kitasato and C. Sone, Bull. Chem. Soc. Japan, 5. 348 (1930).

    Google Scholar 

  3. G. Cajipe, D. Rutolo. and H. W. Moore. Tetrahedron Lett., 4695 (1973).

  4. Ôsterreichiche Stickstoffwerke A. -G., Austrian Patent No. 217777 (1961); Ref. Zh. Khim., 12L354 (1962).

  5. J. R. E. Hoover and A. R. Day. J. Am. Chem. Soc.. 76, 4148 (1954).

    Google Scholar 

  6. I. Oeriu, Acad. Rep. Populare Romine. Studii Cercetari Chim., 9, 315 (1961).

    Google Scholar 

  7. R. V. Acharya and B. D. Tilak, J. Sci. Ind. Res. (India). 14, 219 (1955).

    Google Scholar 

  8. F. Krollpfeifer. G. Wolf, and H. Walbrecht, Ber., 67, 908 (1934).

    Google Scholar 

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Authors and Affiliations

  1. Scientific-Research Institute of Organic Products and Dyes, Moscow

    B. V. Salov & A. I. Shakhnovich

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  1. B. V. Salov
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  2. A. I. Shakhnovich
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 911–914, July, 1976.

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Salov, B.V., Shakhnovich, A.I. 4,9-Dihydrobenz[f]indole-4,9-dione derivatives synthesis and properties of 2,3,4,9-tetrahydrobenz[f]indole-2,4,9-triones and 2,3,4,9-tetrahydrobenz[f]indole-2,3,4,9-tetrones. Chem Heterocycl Compd 12, 757–760 (1976). https://doi.org/10.1007/BF00477006

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  • DOI: https://doi.org/10.1007/BF00477006

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