Skip to main content
Log in

Synthetic methods, III: Sulfated zirconia catalyzed thioacetalization of carbonyl compounds

Synthetische Methoden, 3. Mitt.: Thioacetalisierung von Carbonylverbindungen mit ZrO2SO 2−4 (Kurze Mitt.)

Short communication

  • Organische Chemie Und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary

Sulfated zirconia effectively catalyzes the reaction of carbonyl compounds with 1,2-ethanedithiol or thiophenol to afford the corresponding dithioacetals as useful organosulfur synthons. Isolation of pure products in high yields by simple filtration and evaporation is an important feature of this method.

Zusammenfassung

ZrO2/SO 42− katalysiert die Reaktion von Carbonylverbindungen mit 1,2-Ethandiol oder Thiophenol zu den als Organoschwefelsynthonen wertvollen entrsprechenden Dithioacetalen. Ein wichtiges Merkmal der Methode ist die einfache Isolierung der Produkte in guten Ausbeuten durch Filtration und Entfernung des Lösungsmittels.

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.

References

  1. Synthetic Methods Part 2: Bandgar BP, Gaikwad NB, Sarkar A, Wadgaonkar PP (1996) Org Prep and Proc Int (in press)

  2. Geen TW, Wuts PGM (1991) Protective Groups in Organic Synthesis, 2nd edn. Wiley, New York, p. 201

    Google Scholar 

  3. Haptmann H, Campos MM (1950) J Am Chem Soc72: 1405 Patai S (1974) The Chemistry of The Thiol Group. Wiley, New York

    Google Scholar 

  4. Olah GA, Narang SC, Meider D, Salem GF (1981) Synthesis: 282

  5. Kamitori Y, Hojo M, Masuda R, Kimura T, Yoshida Y (1986) J Org Chem51: 1427

    Google Scholar 

  6. Ku B, Oh DY (1989) Synth Commun19: 433

    Google Scholar 

  7. Garlaschelli L, Vidari G (1990) Tetrahedron Lett31: 5815

    Google Scholar 

  8. Kumar P, Reddy RS, Singh AP, Pandey B (1992) Tetrahedron Lett33: 825

    Google Scholar 

  9. Chowdhury PK (1993) J Chem Res (S): 124

  10. Kumar P, Reddy RS, Singh AP, Pandey B (1993) Synthesis: 67

  11. Nayak P, Nanada B, Das NB, Sharma RP (1994) J Chem Res (S): 100

  12. Maiti AK, Basu K, Bhattacharyya P (1995) J Chem Res (S): 108

  13. Patney KH (1995) Tetrahedron Lett35: 5717

    Google Scholar 

  14. Mandal PK, Roy SC (1995) Tetrahedron51: 7823

    Google Scholar 

  15. Misono M, Ohuhara T (1993) Chem Tech: 23

  16. Riemer T, Spielbauer D, Hunger M, Mekhemer GAH, Kenozinger H (1994) J Chem Soc Commun: 1181

  17. Pinna F, Signoretto M, Strukul G, Cerrato G, Morterra C (1994) Catal Lett26: 339

    Google Scholar 

  18. Moles PJ (1992) Speciality Chemicals12(6): 382: Moles PJ (1994) Speciality Chemicals14(3): 218

    Google Scholar 

  19. Hino M, Arata K (1981) Chem Lett: 1671

  20. Kumbhar PS, Yadav GD (1989) Chem Engg Sci44: 2535

    Google Scholar 

  21. Joshi GW, Rajadhyaksha RA (1980) Chem Ind (London): 876

  22. Rajadhyaksha RA, Chaudhari DD (1987) Ind Engg Chem Res26: 1743

    Google Scholar 

  23. Rajadhyaksha RA, Chaudhari DD (1988) Bull Chem Soc Jpn61: 1379

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bandgar, B.P., Kasture, S.P. Synthetic methods, III: Sulfated zirconia catalyzed thioacetalization of carbonyl compounds. Monatsh Chem 127, 1305–1308 (1996). https://doi.org/10.1007/BF00807798

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00807798

Keywords

Navigation