Preview

Kataliz v promyshlennosti

Advanced search
Open Access Open Access  Restricted Access Subscription or Fee Access

Synthesis of Enaminones Using Graphite Supported BiCl3 as Heterogeneous and Recyclable Catalyst

https://doi.org/10.18412/1816-0387-2020-4-260-267

Abstract

Graphite supported bismuth trichloride based green, heterogeneous and recyclable catalyst was developed and utilized for the preparation of β-enaminones from amines using tetrahydrofuran (THF) as a solvent system at 66 °C temperature. Catalyst was found to produce high to excellent yields and was exhibited as a potent catalyst to produce the titled compounds. Further, the catalyst could also be recovered easily from reaction system and readily reused with minimal loss of activity.

About the Authors

Dipesh Mistry
Department of Chemistry, Uka Tarsadia University, Bardoli, Surat, Gujarat
India


Dharmesh Mahajan
Government Science College, Vankal, Ta. Mangrol, Dist. Surat, Gujarat
India


Dharmesh Chejara
Department of Chemistry, Uka Tarsadia University, Bardoli, Surat, Gujarat
India


Kishor R. Desai
Department of Chemistry, Uka Tarsadia University, Bardoli, Surat, Gujarat
India


Sunil Mistry
Shrimad Rajchandra Vidyapeeth, Karanjveri, Dharampur, Dist. Valsad
India


References

1. Singh K., Singh J., Singh H. // Tetrahedron. 1998. Vol. 54, № 5/6. P. 935—942.

2. Cimarelli C., Palmieri G. // J. Org. Chem. 1996. Vol. 61, № 16. P. 5557—5563.

3. Potin D., Dumas F., D'Angelo J. // J. Am. Chem. Soc. 1990. Vol. 112, № 9. P. 3483—3486.

4. Cimarelli C., Palmieri G., Volpini E. // Synth. Commun. 2001. Vol. 31, № 19. P. 2943—2953.

5. Neto B.A.D., Lapis A.A.M., Bernd A.B., Russowsky D. // Tetrahedron. 2009. Vol. 65, № 12. P. 2484—2496.

6. Epperson M.T., Gin D.Y. // Angew. Chem. Int. Ed. 2002. Vol. 41, № 10. P. 1778—1780.

7. Eddington N.D., Cox D.S., Roberts R.R., Stables J.P., Powell C.B., Scott K.R. // Curr. Med. Chem. 2000. Vol. 7, № 4. P. 417—436.

8. Zhao Y., Zhao J., Zhou Y., Lei Z., Li L., Zhang H. // New J. Chem. 2005. Vol. 29, № 6. P. 769—772.

9. Martin D.F., Janusonis G.A., Martin B.B. // J. Am. Chem. Soc. 1961. Vol. 83, № 1. P. 73—75.

10. Chen X., She J., Shang Z.-C., Wu J., Zhang P. // Synth. Commun. 2009. Vol. 39, № 6. P. 947—957.

11. Zhang L.F., Yang S.T. // Russ. J. Org. Chem. 2009. Vol. 45, № 1. P. 18—21.

12. Khodaei M., Khosropour R., Kookhazadeh M. // Can. J. Chem. 2005. Vol. 83, № 3. P. 209—212.

13. Yadav J.S., Kumar V.N., Rao R.S., Priyadarshini A.D., Rao P.P., Reddy B.V.S., Nagaiah K. // J. Mol. Catal. A: Chem. 2006. Vol. 256. P. 234—237.

14. Epifano F., Genovese S., Curini M. // Tetrahedron Lett. 2007. Vol. 48, № 15. P. 2717—2720.

15. Khodaei M.M., Khosropour A.R, Kookhazadeh M. // Synlett. 2004. № 11. P. 1980—1984.

16. Wang H.S., Miao J.Y. // Chinese J. Org. Chem. 2007. Vol. 26. P. 266—268.

17. Kidwai M., Bhardwaj S., Mishra N.K., Bansal V., Kumar A., Mozumdar S. // Catal. Commun. 2009. Vol. 10, № 11. P. 1514—1517.

18. Bhosale R.S., Suryawanshi P.A., Ingle S.A., Lokhande M.N., More S.P., Mane S.B., Bhosale S.V., Pawar R.P. // Synlett. 2006. № 6. P. 933—935.

19. Das B., Venkateswarlu K., Majhi A., Reddy M.R., Reddy K.N., Rao Y.K., Ravikumar K., Sridhar B. // J. Mol. Catal. A: Chem. 2006. Vol. 246. P. 276—281.

20. Chaskar A., Patil L., Phatangare K., Padalkar V., Takale S. // ISRN Org. Chem. 2011. P. 1—4.

21. Patil V.D., Sutar N.R., Ketan P., Patil K.P., Giddh P. // Chem. Heterocyclic Comp. 2015. Vol. 51, № 11/12. P. 1019—1022.

22. Ruimao Hua // Curr. Org. Synth. 2008. Vol. 5, № 1. P. 1—27.

23. Ollevier T. // Org. Biomol. Chem. 2013. Vol. 11, № 17. P. 2740—2755.

24. Khabazzadeh H., Saidi K., Sheibani H. // Bioorg. Med. Chem. Lett. 2008. Vol. 18, № 1. P. 278—280.

25. Ali P., Pathan N., Hadda T.B. // J. Appl. Chem. 2014. P. 1—6. DOI: 10.1155/2014/835758

26. Walter J., Shioyama H. // Carbon. 1999. Vol. 37, № 7. P. 1151—1158.

27. Walter J., Shioyama H., Sawada Y. // Carbon. 1998. Vol. 36, № 12. P. 1811—1814.

28. Yamamoto H., Abbott S., Hansen C.M. // Hansen Solubility Parameters 50th anniversary conference : preprint. 2017. P. 22—36.

29. Cataldo F. // Europ. Chem. Bull. 2015. Vol. 4, № 1-3. P. 92—97.

30. Gutmann V. // Electrochimica Acta. 1976. Vol. 21, № 9. P. 661—670.

31. Mohammadizadeh M.R., Hasaninejad A., Bahramzadeh M., Khanjarlou Z.S. // Synth. Commun. 2009. Vol. 39, № 7. P. 1152—1165.

32. Bhatte K.D., Tambade P.J., Dhake K.P., Bhanage B.M. // Catal. Commun. 2010. Vol. 11, № 15. P. 1233—1237.

33. Lenin R., Madhusudhan R.R. // Arkivoc. 2007. Part XIII. P. 204—209.


Supplementary files

1. Supporting Information
Subject
Type Other
Download (142KB)    
Indexing metadata ▾

Review

For citations:


Mistry D., Mahajan D., Chejara D., Desai K.R., Mistry S. Synthesis of Enaminones Using Graphite Supported BiCl3 as Heterogeneous and Recyclable Catalyst. Kataliz v promyshlennosti. 2020;20(4):260-267. (In Russ.) https://doi.org/10.18412/1816-0387-2020-4-260-267

Views: 691


ISSN 1816-0387 (Print)
ISSN 2413-6476 (Online)