A mild and efficient way to prepare ε-caprolactam by using a novel salt related with ionic liquids

Tetrahedron Letters

Volumn 51, Issue 31, 2010, Pages 4125-4128

  Vilas, Miguel ^a   Tojo, Emilia ^a  

^a UNIVERSITY OF VIGO   (Spain)

Author keywords

Caprolactam; Beckmann rearrangement; Ionic liquid; Ketoximes

Indexed keywords

CAPROLACTAM; CYCLOHEXANONE DERIVATIVE; IONIC LIQUID; OXIME DERIVATIVE; SODIUM CHLORIDE; SOLVENT;

ARTICLE; BECKMANN REARRANGEMENT; BIOTRANSFORMATION; CATALYST; ISOLATION PROCEDURE; SYNTHESIS;

EID: 77953959161     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.05.145     Document Type: Article

References (35)

1. Gawley R.E. Org. React. 35 (1988) 1-30
2. Smith M.B., and March J. Advanced Organic Chemistry. 6th ed. (2007), Wiley & Sons, New York pp 1613-1616
3. Dahlhoff G., Niederer J.P.M., and Hoelderich W.F.H. Cat. Rev. 43 (2001) 381-441
4. Butler R.N., and O'Donoghue D.A. J. Chem. Res. (S) (1983) 18-20
5. De S.K. Synth. Commun. 34 (2004) 3431-3435
6. Li Z., and Lu Z. Lett. Org. Chem. 5 (2008) 495-498
7. Li Z., Ding R., Lu Z., Xiao S., and Ma X. J. Mol. Catal. A 250 (2006) 100-103
8. Li D., Shi F., Guo S., and Deng Y. Tetrahedron Lett. 46 (2005) 671-674
9. Ishida M., Suzuki T., Ichihashi H., and Shiga A. Catal. Today 87 (2003) 187-194
10. Chandrasekhar S., and Gopalaiah K. Tetrahedron Lett. 44 (2003) 7437-7439
11. Chandrasekhar S., and Gopalaiah K. Tetrahedron Lett. 44 (2003) 755-756
12. Banerjee K., and Mitra A.K. Indian J. Chem., Sect. B 44 (2005) 1876-1879
13. Boero M., Ikeshoji T., Liew C.C., Terakura K., and Parrinello M. J. Am. Chem. Soc. 126 (2004) 6280-6286
14. Brown R.F., Van Gulick N.M., and Schmid G.H. J. Am. Chem. Soc. 77 (1955) 1094-1097
15. Vaidya S.P., and Nayak U.R. Indian J. Chem., Sect. B 25 (1986) 581-585
16. Pi H.J., Dong J.D., An N., Du W., and Deng W.P. Tetrahedron 65 (2009) 7790-7793
17. Poole C.F. J. Chromatogr., A 1037 (2004) 49-82
18. Welton T., and Wasserscheid P. Ionic Liquids in Synthesis Vol. 1 (2008), Wiley-VCH, Weinheim pp 265-268
19. Ren R.X., Zueva L.D., and Ou W. Tetrahedron Lett. 42 (2001) 8441-8443
20. Peng J., and Deng Y. Tetrahedron Lett. 42 (2001) 403-405
21. Elango Y., Srirambalaji R., and Anantharaman G. Tetrahedron Lett. 48 (2007) 9059-9062
22. Zicmanis A., Katkevica S., and Mekss P. Catal. Commun. 10 (2009) 614-619
23. Guo S., and Deng Y. Catal. Commun. 6 (2005) 225-228
24. Guo S., Du Z., Zhang S., Li D., Li Z., and Deng Y. Green Chem. 8 (2006) 296-300
25. Du Z., Li Z., Gu Y., Zhang J., and Deng Y. J. Mol. Catal. A: Chem. 237 (2005) 80-85
26. Paranthaman S., and Gounder K.P. J. Mol. Model. 10 (2004) 198-203
27. Pan X.Q. Tetrahedron Lett. 50 (2009) 347-349
28. Stuart D.R. J. Am. Chem. Soc. 130 (2008) 16474-16475
29. Pereiro A.B., Santamarta F., Tojo E., Rodríguez A., and Tojo J. J. Chem. Eng. Data 51 (2006) 952-954
30. Pereiro A.B., Tojo E., Rodríguez A., Canosa J., and Tojo J. Green Chem. 8 (2006) 307-310
31. Park S., and Kazlauskas R.J. J. Org. Chem. 66 (2001) 8395-8401
32. Gao H., Han B., Li J., Jiang T., Wu W., Chang Y., and Zhang J. Synth. Commun. 34 (2004) 3083-3086
33. Laali K.K., and Gettwert V.J. J. Org. Chem. 66 (2001) 35-40
34. Li S., Lin Y., Xie H., Zhang S., and Xu J. Org. Lett. 8 (2006) 391-394
35. Stradling S.S., Hornick D., Lee J., and Riley J. J. Chem. Educ. 60 (1983) 502-503