Synergistic effect of ultrasound and deep eutectic solvent choline chloride-urea as versatile catalyst for rapid synthesis of β-functionalized ketonic derivatives

Journal of Molecular Liquids

Volumn 195, Issue , 2014, Pages 188-193

  Yadav, Urmiladevi Narad ^a   Shankarling, Ganapati Subray ^a  

^a INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Choline chloride urea; Conjugate addition; Ionic liquid catalyst; Ultrasonication; , Unsaturated ketones

Indexed keywords

CATALYSTS; CHLORINE COMPOUNDS; IONIC LIQUIDS; KETONES; ULTRASONICS; UREA;

CHOLINE CHLORIDE-UREA; CONJUGATE ADDITION; LIQUID CATALYST; ULTRA-SONICATION; UNSATURATED KETONES;

METABOLISM;

EID: 84896515602     PISSN: 01677322     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molliq.2014.02.016     Document Type: Article

References (46)

1. O.M. Berner, L. Tedeschi, and D. Enders Eur. J. Org. Chem. 2002 1877 1894
2. P. Perlmutter Conjugate Addition Reactions in Organic Synthesis Tetrahedron Organic Chemistry Series 9 1992 Pergamon Press Oxford
3. B.H. Lipshutz, M.R. Wood, and R. Tirado J. Am. Chem. Soc. 117 1995 6126 6127
4. A.G. Csaky, G. Herrana, and M.C. Murciab Chem. Soc. Rev. 39 2010 4080 4102
5. A.S. Girgis, N. Mishriky, A.M. Farag, W.I. El-Eraky, and H. Farag Eur. J. Med. Chem. 43 2008 1818 1827
6. E.P. Kohleral, I. Graustein, and D.R. Merrill J. Am. Chem. Soc. 1922 2536 2556
7. R. Yoshii, A. Nagai, and Y. Chujo J. Polym. Sci., Part A: Polym. Chem. 48 2010 5348 5356
8. Y. Liang, D. Dong, Y. Lu, Y. Wang, W. Pan, Y. Chai, and Q. Liu Synthesis 19 2006 3301 3304
9. A. Garcia-Raso, J. Garcia-Raso, B. Campaner, R. Mestres, and J.V. Sinisterra Synthesis 12 1982 1037
10. W. Davey, and D.J. Tivey J. Chem. Soc. 1958 2276 2282
11. M. Iwamura, Y. Gotoh, T. Hashimoto, and R. Sakurai Tetrahedron Lett. 46 2005 6275 6277
12. I. Belsky J. Chem. Soc., Chem. Commun. 1977 237
13. A.S. Girgis, H.M. Hosni, F.F. Barsoum, A.M. Amer, and I.S. Farag Boll. Chim. Farm. 143 2004 365 375
14. W. Davey, and D.J. Tivey J. Chem. Soc. 1958 2607 2609
15. M.C. Kloetzel J. Am. Chem. Soc. 69 1947 2271 2275
16. M.M. Dell'Anna, V. Gallo, P. Mastrorilli, C.F. Nobile, G. Romanazzi, and G.P. Suranna Chem. Commun. 2002 434 435
17. Y. Ma, and Y. Zhang Synth. Commun. 32 2002 819 824
18. E. Keller, and B.L. Feringa Tetrahedron Lett. 37 1996 1879 1882
19. S.L. Jain, A. Modak, and A. Bhaumik Green Chem. 13 2011 586 590
20. D.Y. Kim, S.C. Huh, and S.M. Kim Tetrahedron Lett. 42 2001 6299 6301
21. M.R. Saidi, N. Azizi, E. Akbari, and F. Ebrahimi J. Mol. Catal. A Chem. 292 2008 44 48
22. R.S. Raghuvanshi, and K.N. Singh Indian J. Chem. 48B 2009 1161 1163
23. M. Zahouily, B. Mounir, H. Cherki, B. Bahlaouan, A. Rayadh, and S. Sebti Phosphorus Sulfur Silicon Relat. Elem. 182 2007 1203 1217
24. L. Da-Peng, X. Xin, G. Han, D. Hai-Feng, and L. Ying-jie Chem. Res. Chin. Univ. 25 2009 169 173
25. M. Meciarova, and S. Toma Chem-A Eur. J 13 2007 1268 1272
26. B. Baruah, A. Boruah, D. Prajapati, and J.S. Sandhu Tetrahedron Lett. 38 1997 1449 1450
27. J.T. Li, G.F. Chen, W.Z. Xu, and T.S. Li Ultrason. Sonochem. 10 2003 115 118
28. H. Kotsuki, K. Arimura, T. Ohishi, and R. Maruzasa J. Org. Chem. 64 1999 3770 3773
29. A.P. Abbott, G. Capper, D.L. Davies, R.K. Rasheed, and V. Tambyrajah Chem. Commun. 2003 70 71
30. Q. Zhang, K.O. Vigier, S. Royer, and F. Jerome Chem. Soc. Rev. 41 2012 7108 7146
31. S.B. Phadtare, and G.S. Shankarling Green Chem. 12 2010 458 462
32. Y.A. Sonawane, S.B. Phadtare, B.N. Borse, A.R. Jagtap, and G.S. Shankarling Org. Lett. 12 2010 1456 1459
33. B.S. Singh, H.R. Lobo, and G.S. Shankarling Catal. Lett. 141 2011 178 182
34. P.M. Pawar, K.J. Jarag, and G.S. Shankarling Green Chem. 13 2011 2130 2134
35. F. D'Anna, S. Marullo, P. Vitale, and R. Noto Ultrason. Sonochem. 19 2012 136 142
36. P. Boudjouk K. Suslick, Its Chemical, Physical and Biological Effects 1998 Wiley-VCH Weinheim
37. T.J. Mason, and J.P. Lorimer Applied Sonochemistry: Uses of Power Ultrasound in Chemistry and Processing 2002 Wiley-VCH Weinheim
38. R. Gresser, H. Hartmann, M. Wrackmeyer, K. Leo, and M. Riede Tetrahedron 67 2011 7148 7155
39. A.N. Amin, M.E. El-Khouly, N.K. Subbaiyan, M.E. Zandler, S. Fukuzumi, and F. D'Souza Chem. Commun. 48 2012 206 208
40. D.E. Bergbreiter, and J.J. Lalonde J. Org. Chem. 52 1987 1601 1603
41. L.P. Jameson, and S.V. Dzyuba Bioorg. Med. Chem. Lett. 23 2013 1732 1735
42. Y. Ma, and Y. Zhang Synth. Commun. 32 2002 819 823
43. M. Zahouily, and B. Mounir Phosphorus Sulfur Silicon Relat. Elem. 182 2007 1203 1217
44. S. Saravanan, I.A. Azath, and S. Muthusubramanian J. Org. Chem. 73 2008 2323 2329
45. I. Hawkins, and S.T. Handy Tetrahedron 69 2013 9200 9204
46. S. Handy, and K. Lavender Tetrahedron Lett. 54 2013 4377 4379