Skip to main content
SpringerLink
Log in

Gallium (III) Triflate Catalyzed Beckmann Rearrangement

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

Gallium triflate catalyzed Beckmann rearrangement is described. Various aliphatic or aromatic amides are obtained from the corresponding ketoximes in good yields. Gallium triflate exhibits high catalytic activity for a wide variety of substrates.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Reviews of Beckmann rearrangements: (a) R.E. Gawly, Org. React. 35 (1988) 35 and references therein. (b) C.G. McCarty, in: Chemistry of Carbon-Nitrogen Double Bond, (ed.), S. Patai (1970) pp. 409–439

  2. (a) S. Chandrasekhar and K. Gopalaiah, Tetrahedron Lett. 44(4) (2003) 755. (b) N. ranpoor, H. Firouzabadi and G. Aghapour, Synth. Commun. 32(16) (2002) 2535. (c) J.S. Yadav, B.V.S. Reddy, A.V. Madhavi and Y.S.S. Ganesh, J. Chem. Res. Syn. 5 (2002) 236. (d) D.C. Barman, M. Gohain, D. Prajapati and J. Sandhu, Indian J. Chem. Sec. B 41B (2002) 154. (e) M. Arisawa and M. Yamaguchi, Org. Lett. 3(2) (2001) 311. (f) L.D. Luca, G. Giacomelli and A. Porcheddu, J. Org. Chem. 67 (2002) 6272. (g) M. Boruah and D. Konwar, J. Org. Chem. 67 (2002) 7138

  3. Beckmann rearrangement in vapor phase: (a) R. Maheswari, K. Shanthi, T. Sivakumar and S. Narayanan, Appl. Catal. A: Gen. 248(1–2) (2003) 291. (b) D. Mao, Q. Chen and G. Lu, Appl. Catal. A: Gen. 244(2) (2003) 273 and references cited therein

    Google Scholar 

  4. Beckmann rearrangement in ionic liquids: (a) J.K. Lee, D. Kim, C.E. Song and S. Lee, Synth. Commun. 33(13) (2003) 2301. (b) R.X. Ren, L.D. Zueva and W. Ou, Tetrahedron Lett. 42(48) (2001) 8441. (c) J. Peng and Y. Deng, Tetrahedron Lett. 42(3) (2001) 403

  5. Beckmann rearrangement in solid phase: (a) S. His, C. Meyer, J. Cossy, G. Emeric and A. Greiner, Tetrahedron Lett. 44(47) (2003) 8581. (b) S. Baby and K. Devaky, Polym. Intl. 51 (2002) 1411

  6. Y. Ikushima K. Hatakeda M. Sato O. Sato M. Arai (2002) ArticleTitleBeckmann rearrangement in supercritical water Chem. Commun. 19 2208 Occurrence Handle10.1039/b206539h

    Article  Google Scholar 

  7. G.K.S. Prakash P. Yan B. Torok G.A. Olah (2003) Catal. Lett. 87 IssueID3 109 Occurrence Handle10.1023/A:1023482904174

    Article  Google Scholar 

  8. P. Yan, P. Batamack, G.K.S. Prakash and G.A. Olah, Catal. Lett. in press

Download references

Author information

Authors and Affiliations

  1. Donald P. and Katherine B. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, 837 Bloom Walk, Los Angles, California, 90089-1661

    Ping Yan, Patrice Batamack, G. K. Surya Prakash & George A. Olah

Authors
  1. Ping Yan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Patrice Batamack
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. G. K. Surya Prakash
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. George A. Olah
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yan, P., Batamack, P., Surya Prakash, G.K. et al. Gallium (III) Triflate Catalyzed Beckmann Rearrangement. Catal Lett 103, 165–168 (2005). https://doi.org/10.1007/s10562-005-7149-3

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-005-7149-3

Key words

Search

Navigation