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Transesterification of Chromenes Employing Immobilized Lipase in Ionic Liquids

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Abstract

This is the first report for the transesterification of chromene catalyzed by lipase with vinyl acetate in Ionic liquids (ILs) at room temperature. The influence of the different ILs and additive in an organic media at this reaction is discussed. It was observed that the reaction catalyzed by enzyme in ILs took place more rapidly and selectively than in organic media. Moreover, both enzyme and IL could be recycled for several runs without sizeable diminution in activity.

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References

  1. Forbes DC, Law AM, Morrison DW (2006) Tetrahedron Lett 47:1699

    Article  CAS  Google Scholar 

  2. Lozano P, De Diego T, Carrié D, Vaultier M, Iborra JL (2004) J Mol Catal A: Chemical 214:113

    Article  CAS  Google Scholar 

  3. Bommarius A, Schwarm M, Drauz K (1998) J Mol Catal B Enzym 5:1

    Article  CAS  Google Scholar 

  4. Kim M-J, Choi MY, Lee JK, Ahn Y (2003) J Mol Catal B: Enzym 26:115

    Article  CAS  Google Scholar 

  5. Kidwai M, Saxena S, Khan MKR, Thukral SS (2005) Bioorg Med Chem Lett 15:4295

    Article  CAS  Google Scholar 

  6. Khafagy MM, El-Wahas AHFA, Eid FA, El-Agrody AM (2002) Farmaco 57:715

    Article  CAS  Google Scholar 

  7. Smith WP, Sollis LS, Howes DP, Cherry CP, Starkey DI, Cobley NK (1998) J Med Chem 41:787

    Article  CAS  Google Scholar 

  8. Hiramoto K, Nasuhara A, Michiloshi K, Kato T, Kikugawa K (1997) Mutat Res 395:47

    CAS  Google Scholar 

  9. Dell P, Smith CW (1993) European Patent Appl EP 537949; Chem Abstr 119:139102

    Google Scholar 

  10. Bianchi G, Tava A (1987) Agric Biol Chem 51:2001

    CAS  Google Scholar 

  11. Mohr SJ, Chirigos MA, Fuhrman FS, Pryor JW (1975) Cancer Res 35:3750

    CAS  Google Scholar 

  12. Eiden F, Denk F (1991) Arch Pharm Weinhein Ger Arch Pharm 324:353

    Article  CAS  Google Scholar 

  13. Ellis GP (1977) In: Weissberger A, Taylor EC (eds) The chemistry of heterocyclic compounds chromenes, chromanes and chromones, Chapter II. John Wiley and Sons, New York, p 11

  14. Hafez EA, Elnagdi MH, Elagemey AGA, El-Taweel FMAA (1987) Heterocycles 26:903

    Article  CAS  Google Scholar 

  15. Netscher PatelT, Gille L, Mereiter K, Rosenau T (2007) Tetrahedron 63:5312

    Article  CAS  Google Scholar 

  16. Shchepin VV, Silaychev PS, Rakitin AR, Kodess MI (2006) Tetrahedron Lett 47:557

    Article  CAS  Google Scholar 

  17. Green TW, Wuts PGM (1999) Protective groups in organic synthesis, 3rd edn. Wiley, New York

    Google Scholar 

  18. Kidwai M, Dave B, Bhushan KR, Misra P, Saxena RK, Gupta R, Gulati R, Singh M (2002) Biocatal Biotransform 20:377

    Article  CAS  Google Scholar 

  19. Kidwai M, Mothsra P (2007) Synthetic Commun (accepted)

  20. Kidwai M, Rastogi S (2006) Lett Org Chem 3:139

    Google Scholar 

  21. Nara SJ, Harjani JR, Salunkhe MM (2002) Tetrahedron Lett 43:2979

    Article  CAS  Google Scholar 

  22. Schöfer SH, Kaftzik N, Kragl U, Wasserscheid P (2001) Chem Commun 5:425

    Article  CAS  Google Scholar 

  23. Suarez PAZ, Dullius JEL, Einloft S, De Souza RF, Dupont J (1996) Polyhedron 15:1217

    Article  CAS  Google Scholar 

  24. Elagamay GA, El-Taweel FMAA (1990) Indian J Chem 29B:885

    Google Scholar 

  25. Kidwai M, Priya, Singhal K, Rastogi S (2007) Heterocycles 71:569

  26. Kidwai M, Mothsra P, Mohan R, Biswas S (2005) Bioorg Med Chem Lett 15:915

    Article  CAS  Google Scholar 

  27. Bandgar BP, Uppalla LS, Sagar AD, Sadavarte VS (2001) Tetrahedron Lett 42:1163

    Article  CAS  Google Scholar 

  28. Scriven EFV (1983) Chem Soc Rev 12:129

    Article  CAS  Google Scholar 

  29. Vedejs E, Diver ST (1993) J Am Chem Soc 115:3358

    Article  CAS  Google Scholar 

  30. Vedejs E, Daugulis O (1996) J Org Chem 61:5702

    Article  CAS  Google Scholar 

  31. Veejendra K, Yadav K, Babu G, Mittal M (2001) Tetrahedron Lett 57:704

    Google Scholar 

  32. Nara SJ, Harjani JR, Salunkhe MM, Mane AT, Wadgaonkarb PP (2003) Tetrahedron Lett 44:1371

    Article  CAS  Google Scholar 

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Acknowledgments

The author (R. Poddar) is thankful to CSIR New Delhi for their junior research fellowship and M. Kidwai is grateful to the University of Delhi for providing finance assistance.

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Authors and Affiliations

  1. Green Chemistry Research Laboratory, Department of Chemistry, University of Delhi, Delhi, 110007, India

    M. Kidwai & R. Poddar

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  1. M. Kidwai
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  2. R. Poddar
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Correspondence to M. Kidwai.

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Kidwai, M., Poddar, R. Transesterification of Chromenes Employing Immobilized Lipase in Ionic Liquids. Catal Lett 124, 311–317 (2008). https://doi.org/10.1007/s10562-008-9460-2

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  • DOI: https://doi.org/10.1007/s10562-008-9460-2

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