Skip to main content
Log in

Synthesis and reduction of 9-(α-nitrophenacylidene)-4-azafluorene

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reaction of 9-phenacylidene-4-azafluorene with acetyl nitrate produces a mixture of geometric isomers of 9-(α-nitrophenacylidene)-4-azafluorene. The nitro group splits off upon reduction of the product in the system zinc-ammonia and zinc-acetic acid and on Raney nickel. Proceeding of the Henry retro-reaction has been pointed out.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. G. Charles,Bull. soc. chim. France, No. 2, 234 (1962).

    Google Scholar 

  2. A. V. Varlamov, A. N. Levov, A. A. Fomichev A. E. Aliev, S. Dush Santush, A. A. Ustenko, I. L. Pashentseva, and N. S. ProstakovKhim. Geterotsikl. Soedin., No. 2, 212 (1991).

    Google Scholar 

  3. N. S. Prostakov, Mikhalis Makuli, N. M. Mikailova, and N. D. Sergeeva,Khim. Geterotsikl. Soedin., No. 4, 510 (1984).

    Google Scholar 

  4. O. Convert and J. Armand,C. R. Acad. Sci.,162, 1013 (1966).

    Google Scholar 

  5. G. A. Bonetti, C. B. De Savigny, C. Michaleski, and R. Rosental,J. Org. Chem.,33, 237 (1968).

    Google Scholar 

  6. V. M. Lyubchanskaya and V. G. GranikKhim. Geterotsikl. Soedin., No. 5, 597 (1990).

    Google Scholar 

  7. O. Kruber and L. Rappen,Chem. Ber.,81, 483 (1948).

    Google Scholar 

Download references

Authors

Additional information

Russian Peoples' Friendship University, Moscow 117918, Russia

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 342–347, March, 1999.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Varlamov, A.V., Gozun, S.V., Mikhailova, N.M. et al. Synthesis and reduction of 9-(α-nitrophenacylidene)-4-azafluorene. Chem Heterocycl Compd 35, 297–302 (1999). https://doi.org/10.1007/BF02259359

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02259359

Keywords

Navigation