Skip to main content
SpringerLink
Log in

Titanium silicate molecular sieves (TS-1 and TS-2) catalyzed Michael reaction of silyl enol ethers with α,β unsaturated carbonyl compounds

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

The Michael addition reaction has been carried out with silyl enol ether and Michael acceptors such as acrylates, and α, β- unsaturated ketones over aluminum-free titanium silicates (TS-1 and TS-2) in the absence of H2O2. The reaction was carried out slightly above room temperature (40°C) in the presence of dry solvents giving moderate to good yield. The effect of various modified zeolites like RE-Y, La-Y, steamed-Y, Na-Y, VS-1, SnS-1, Zn/ZSM-5 and different solvents has been studied. The catalytic activity is explained on the basis of “oxophilic Lewis acidity” of titanium silicate molecular sieves.

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. M. Taramasso, G. Perego and B. Notari, US Patent 4,410,510 (1983).

  2. A. Thangaraj, R. Kumar, S.P. Mirajkar and P. Ratnasamy, J. Catal. 130 (1990) 1.

    Google Scholar 

  3. J.S. Reddy, R. Kumar and P. Ratnasamy, Appl. Catal. 58 (1990) Ll.

    Google Scholar 

  4. A.V. Ramaswamy, S. Sivasankar and P. Ratnasamy, Micropor. Mater. 2 (1994) 451.

    Google Scholar 

  5. P. Kumar, R. Kumar and B. Pandey, Synlett. (1995) 89.

  6. K. Narasaka, K. Soai, Y. Aikawa and T. Mukaiyama, Bull. Chem. Soc. Jpn. 49 (1976) 779.

    Google Scholar 

  7. C.H. Heathcock, M.H. Norman and D.E. Uehling, J. Am. Chem. Soc. 107 (1985) 2797.

    Google Scholar 

  8. O.W. Webster, W.R. Hertler, D.Y. Sogah, W.B. Farnham and T.V. Rajan Babu, J. Am. Chem. Soc. 105 (1983) 5706.

    Google Scholar 

  9. S. Kibayashi, M. Murakami and T. Mukaiyama, Chem. Lett. (1985)953.

  10. J. Boyer, R.J.P. Corriu, R. Perez and C. Reye, Tetrahedron 39 (1983) 117.

    Google Scholar 

  11. M. Kawai, M. Onaka and Y. Izumi, J. Chem. Soc. Chem. Commun. (1987) 1203.

  12. M. Sasidharan, S.V.N. Raju, K.V. Srinivasan, V. Paul and R. Kumar, J. Chem. Soc. Chem. Commun. (1995), accepted.

  13. M.S. Rigutto and H. van Bekkum, Appl. Catal. 68 (1991) Ll.

    Google Scholar 

  14. N.K. Mal, V. Ramaswamy, S. Ganpathy and A.V. Ramaswamy, J. Chem. Soc. Chem. Commun. (1994) 1933.

  15. G. Bellussi and M.S. Rigutto, Stud. Surf. Sci. Catal. 85 (1994) 177.

    Google Scholar 

  16. G. Bellussi and M.S. Rigutto, Stud. Surf. Sci. Catal. 69 (1991) 79.

    Google Scholar 

  17. M. Muscas, V. Sonilas, S. Gontier, A. Tuel and A. Auroux, Stud. Surf. Sci. Catal. 94(1995) 101.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Catalysis Division, National Chemical Laboratory, 411008, Pune, India

    M. Sasidharan & R. Kumar

Authors
  1. M. Sasidharan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. R. Kumar
    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

Sasidharan, M., Kumar, R. Titanium silicate molecular sieves (TS-1 and TS-2) catalyzed Michael reaction of silyl enol ethers with α,β unsaturated carbonyl compounds. Catal Lett 38, 251–254 (1996). https://doi.org/10.1007/BF00806577

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00806577

Keywords

Search

Navigation