One-pot three-step synthesis of 3-aryl-2-benzoylimino-4-thiazolidinones in the ionic liquid [bmim+][PF6-]

Journal of Chemical Research

Volumn , Issue 10, 2004, Pages 676-678

  Peng, Yanqing ^a   Song, Gonghua ^a   Huang, Feifei ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Acylimines; Ionic liquids; Thiazolidinones; Thiocyanates

Indexed keywords

1 N BUTYL 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 2 BENZOYLIMINO 4 THIAZOLIDINONE; IMIDAZOLE DERIVATIVE; IMINE; PHOSPHATE; SOLVENT; THIAZOLIDINE DERIVATIVE; THIOCYANIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; RECYCLING; SYNTHESIS;

EID: 10944263965     PISSN: 03082342     EISSN: None     Source Type: Journal    
DOI: 10.3184/0308234043431799     Document Type: Article

References (41)

1. (a) J.H. Clark, Green Chem., 1999, 1, 1;
2. (b) N. Winterton, Green Chem., 2001, 3, G73;
3. (c) A. Matlack, Green Chem., 2003, 5, G7;
4. (d) P. A. Anastas, Green Chem., 2003, 5, G29.
5. (a) Y. Chauvin and H. Olivier, CHEMTECH, 1995, 25, 26;
6. (b) K.R. Seddon, J. Chem. Technol. Biotechnol., 1997, 68, 351;
7. (c) T. Welton, Chem. Rev., 1999, 99, 2071;
8. (d) P. Wasserscheid and W. Keim, Angew. Chem. Int. Ed., 2000, 39, 3772;
9. (e) K.R. Seddon, A. Stark and M.J. Torres, Pure Appl. Chem., 2000, 72, 2275;
10. (f) J.G. Huddleston, A.E. Visser, W.M. Reichert, H.D. Willauer, G.A. Broker and R.D. Rogers, Green Chem., 2001, 3, 156;
11. (g) R. Sheldon, Chem. Commun., 2001, 2399;
12. (h) J.F. Brennecke and E.J. Maginn, AIChE J., 2001, 47, 2384;
13. (i) H. Olivier-Bourbigou and L. Magna, J. Mol. Catal. A: Chem., 2002, 182-183, 419;
14. (j) J. Dupont, R.F. de Souza and P.A.Z. Suarez, Chem. Rev., 2002, 102, 3667;
15. (k) J.S. Wilkes, Green Chem., 2002, 4, 73;
16. (l) J.H. Davis, Jr. and P.A. Fox, Chem. Commun., 2003, 1209;
17. (m) Ionic Liquids. Industrial Applications to Green Chemistry, R.D. Rogers and K.R. Seddon, Ed., American Chemical Society: Washington DC, 2002;
18. (n) Ionic Liquids in Synthesis, P. Wasserscheid and T. Welton, Ed., Wiley-VCH: Weinheim, 2002.
19. F. Zulfiqar and T. Kitazume, Green Chem., 2000, 2, 137.
20. M. Rodriquez, A. Sega and M. Taddei, Org. Lett., 2003, 5, 4029.
21. K. Ishimitsu, H. Imagawa, T. Yamada, M. Matsuda and Y. Kitagawa, WO Patent 88 00943 (1988); Chem. Abstr., 1988, 109, 54 764.
22. D.H. Boschelli and D.T. Connor, US Patent 5 143 927 (1992); Chem. Abstr., 1993, 118, 22 244.
23. (a) S.H. El-Feky and Z.K. Abd El-Samii, J. Chem. Technol. Biotechnol., 1991, 51, 61;
24. (b) S.H. El-Feky, Pharmazie, 1993, 48, 894;
25. (c) N. Ergenc and G. Capan, Farmaco, 1994, 49, 133;
26. (d) N. Karali and A. Gursoy, Farmaco, 1994, 49, 819.
27. R. Lakhan, P.N. Bhargava and S. Prakash, J. Nepal Chem. Soc., 1981, 1, 51.
28. J.M. Cox, J.M. Clough, N.J. Barnes, D.P.J. Pearson, I.R. Matthews, S.K. Vohra, S.C. Smith, G. Mitchell and R.A. Barber, WO Patent 95 33719 (1995); Chem. Abstr., 1996, 124, 261 022.
29. (a) J.S. Upadhyaya and P.K. Srivastava, J. Ind. Chem. Soc., 1982, 59, 767;
30. (b) C. R. Rasmussen, F.J. Villani, L.E. Weaner, B.E. Reynolds and A.R. Hood, Synthesis, 1988, 456;
31. (c) A.K. Saxena, S.K. Pandey, P. Seth, M.P. Singh, M. Dikshit and A. Carpy, Bioorg. Med. Chem., 2001, 9, 2025;
32. (d) M. Brands, Y.C. Grande, R. Endermann, R. Gahlmann, J. Krueger and S. Raddatz, Bioorg. Med. Chem. Lett., 2003, 13, 2641;
33. (e) R-S. Zeng, J-P. Zou, S-J. Zhi, J. Chen and Q. Shen, Org. Lett., 2003, 5, 1657.
34. F.T. Coppo and M.M. Fawzi, J. Heterocycl. Chem., 1997, 34, 1351.
35. W.P. Reeves, A. Simmons, J.A. Rudis and T.C. Bothwell, Synth. Commun., 1981, 11, 781.
36. L. Bai, S. Li, J.X. Wang and M. Chen, Synth. Commun., 2002, 32, 127.
37. D. Wobig, Liebigs Ann. Chem., 1992, 415.
38. T. Dong, P. Zhou, G. Jin, G. Wu and Y. Jia, Fudan Xuebao, Ziran Kexueban, 1993, 32, 287; Chem. Abstr., 1994, 121, 108 597.
39. T. Dong, P. Zhou, G. Jin, G. Wu and Y. Jia, Fudan Xuebao, Ziran Kexueban, 1993, 32, 287; Chem. Abstr., 1994, 121, 108 597.
40. S.V. Dzyuba and R.A. Bartsch, Chem. Commun., 2001, 1466.
41. P.A.Z. Suarez, J.E.L. Dullius, S. Einloft, R.F. De Souza and J. Dupont, Polyhedron, 1996, 15, 1217.