Skip to main content
Log in

Trifluoroacetylation of pyrrolo[1,2-a]pyrazines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A study was carried out on the reaction of pyrrolo[1,2-a]pyrazines containing an alkyl, aryl, or aralkyl substituent at C-1 with trifluoroacetic anhydride. Trifluoroacetylation products may be formed either by reaction in the pyrrole ring or at the aryl or aralkyl groups at C-1. Products of electrophilic substitution at C-6 are formed in the trifluoroacetylation of pyrrolo[1,2-a]pyrazines containing at C-1 a substituent bulkier than a methyl group but lacking substituents at C-6 (the α-position of the pyrrole ring).

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. R. Buchan, M. Fraser, and P. Kong Thoo Lin, J. Org. Chem., 54, 1074 (1989).

    Article  CAS  Google Scholar 

  2. J. M. Minguez, M. I. Castellote, J. J. Vaquero, J. L. Garcia-Navio, J. Alvarez-Builla, and O. Castaño, J. Org. Chem., 61, 4655 (1996).

    Article  CAS  Google Scholar 

  3. W. Paudler and D. Dunham, J. Heterocycl. Chem., 2, 410 (1965).

    Article  CAS  Google Scholar 

  4. G. Maury, Chem. Heterocycl. Comp., 30, 223 (1977).

    Google Scholar 

  5. W. Cooper, J. Org. Chem., 23, 1382 (1958).

    Article  CAS  Google Scholar 

  6. V. I. Terenin, E. L. Ruchkina, K. V. Karapetyan, V. M. Mamaev, and Yu. G. Bundel, Khim. Geterotsikl. Soedin., 1566 (1995). [Chem. Heterocycl. Comp., 31, 1360 (1995)].

    Google Scholar 

  7. V. I. Terenin, E. V. Kabanova, N. A. Tselishcheva, M. A. Kovalkina, A. P. Pleshkova, and N. V. Zyk, Khim. Geterotsikl. Soedin., 431 (2004). [Chem. Heterocycl. Comp., 40, 351 (2004)].

    Google Scholar 

  8. M. Kawase, M. Teshima, S. Saito, and S. Tani, Heterocycles, 48, 2103 (1998).

    CAS  Google Scholar 

  9. S. I. Bobrovskii, D. E. Lushnikov, and Yu. G. Bundel, Khim. Geterotsikl. Soedin., 1634 (1989). [Chem. Heterocycl. Comp., 25, 1360 (1989)].

    Google Scholar 

  10. V. I. Terenin, E. V. Kabanova, and Yu. G. Bundel, Khim. Geterotsikl. Soedin., 763 (1991). [Chem. Heterocycl. Comp., 27, 597 (1991)].

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

__________

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1226–1233, August, 2007.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Terenin, V.I., Kabanova, E.V., Tselishcheva, N.A. et al. Trifluoroacetylation of pyrrolo[1,2-a]pyrazines. Chem Heterocycl Comp 43, 1038–1043 (2007). https://doi.org/10.1007/s10593-007-0162-2

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-007-0162-2

Keywords

Navigation