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Chemistry of Heterocyclic Compounds

, Volume 8, Issue 8, pp 974–977 | Cite as

Methyl γ-phenylacetate in the Fischer indole synthesis

  • V. I. Shvedov
  • G. N. Kurilo
  • A. N. Grinev
Article
  • 48 Downloads

Abstract

Nitrogen-substituted methyl γ-phenyl-β-hydrazinocrotonates form methyl 3-phenyl-2-indolylacetates or methyl 2-benzylindole-3-carboxylates in acid media. The latter react with polyphosphoric acid to give benzo[b]carbazole derivatives, from which the corresponding 6,11-dioxobenzo[b]carbazoles are obtained by oxidation.

Keywords

Oxidation Methyl Organic Chemistry Indole Acid Medium 
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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Literature cited

  1. 1.
    US Patent No. 3,005,827 (1960); Chem. Abstr., 56, 3460 (1962).Google Scholar
  2. 2.
    V. I. Shvedov, G. N. Kurilo, and A. N. Grinev, Khim.-Farmats. Zh., 9, 7 (1970).Google Scholar
  3. 3.
    G. Robinson and R. Robinson, J. Chem. Soc., 827 (1924).Google Scholar
  4. 4.
    N. N. Suvorov, N. P. Sorokina, and Yu. N. Sheinker, Zh. Obshch. Khim., 28, 1090 (1958).Google Scholar
  5. 5.
    F. Millich and E. I. Becker, J. Org. Chem., 23, 1096 (1958).Google Scholar
  6. 6.
    H. Yamamoto, A. Misaki, and M. Imanaka, Chem. Pharm. Bull. (Tokyo), 16, 2313 (1968).Google Scholar
  7. 7.
    N. P. Buu-Hoi, P. Jacquignon, and O. Perin-Roussell, Bull. Soc. Chim. France, 10, 2849 (1965).Google Scholar
  8. 8.
    M. Nakazaki, K. Yamamoto, and K. Yamagami, Bull. Chem, Soc. Japan, 33, 466 (1960).Google Scholar
  9. 9.
    F. Ulig and H. Snyder, in: Advances in Organic Chemistry, R. A. Raphael (editor), Wiley (1960).Google Scholar

Copyright information

© Consultants Bureau 1974

Authors and Affiliations

  • V. I. Shvedov
    • 1
  • G. N. Kurilo
    • 1
  • A. N. Grinev
    • 1
  1. 1.S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry InstituteMoscow

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