An efficient and green method for the synthesis of [1,3]oxazine derivatives catalyzed by thiamine hydrochloride (VB1) in water

Comptes Rendus Chimie

Volumn 17, Issue 5, 2014, Pages 431-436

  Dhakane, Valmik D ^a   Gholap, Somnath S ^b   Deshmukh, Umesh P ^b   Chavan, Hemant V ^c   Bandgar, Babasaheb P ^a  

^a SOLAPUR UNIVERSITY   (India)

^b Padmashri Vikhe Patil College   (India)

^c UNIVERSITY OF MUMBAI   (India)

Author keywords

1,3 oxazines; Aqueous medium; Multicomponent reaction

Indexed keywords

EID: 84898789492     PISSN: 16310748     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.crci.2013.06.002     Document Type: Article

References (54)

1. P. Laszlo Organic Reactions: Simplicity and Logic 1995 Wiley New York
2. H. Ohno, Y. Ohta, S. Oishi, and N. Fujii Angew. Chem. Int. Ed. 46 2007 2295
3. D. Bonne, M. Dekhane, and J.P. Zhu Angew. Chem., Int. Ed. 46 2007 2485
4. A. Pinto, L. Neuville, and J.P. Zhu Angew. Chem., Int. Ed. 46 2007 3291
5. H. Yoshida, H. Fukushima, J. Ohshita, and A. Kunai J. Am. Chem. Soc. 128 2006 11040
6. S. Pache, and M. Lautens Org. Lett. 5 2003 4827
7. A.R. Siamaki, and B.A. Arndtsen J. Am. Chem. Soc. 128 2006 6050
8. B. Ganem Acc. Chem. Res. 42 2009 463
9. A.I. Domling Ugi Angew. Chem., Int. Ed. 39 2000 3168
10. V. Nair, C. Rajesh, A.U. Vinod, S. Bindu, A. Sreekanth, J. Mathen, and A. Balagopal Acc. Chem. Res. 36 2003 899
11. A. Domling Chem. Rev. 106 2006 17
12. J.P. Zhu Eur. J. Org. Chem. 2003 1133
13. M. Adib, E. Sheibani, M. Mostofi, K. Ghanbary, and H.R. Bijanzadeh Tetrahedron 62 2006 3435
14. T. Kurz Tetrahedron 61 2005 3091
15. P. Zhang, E.A. Terefenko, A. Fensome, J. Wrobel, R. Winneker, and Z. Zhang Bioorg. Med. Chem. Lett. 13 2003 1313
16. H.V. Poel, G. Guilaumet, and M. Viaud-Massuard Tetrahedron Lett. 43 2002 1205
17. N. Zanatta, A.M.C. Squizani, L. Fantinel, F.M. Nachtigall, D.M. Borchhardt, H.G. Bonacorso, and M.A.P. Martin J. Braz. Chem. Soc. 16 2005 1255
18. J.N. Joyce, S. Presgraves, L. Renish, S. Borwege, D.H. Osredkar, M. Replige, M. Pazsoldan, and M.J. Millan Exp. Neurol. 184 2003 393
19. F.A. Kerdesky Tetrahedron Lett. 46 2005 1711
20. C. Cimarelli, G. Palmieri, and E. Volpini J. Org. Chem. 57 2001 6089
21. W.J. Burke, and K.C. Nurdock J. Am. Chem. Soc. 76 1954 1677
22. I. Szatmari, and F. Fulop Curr. Org. Synth. 1 2004 155
23. I. Szatmari, and F. Fulop Tetrahedron 69 2013 1255
24. M. Heydenreich, A. Koch, S. Klod, I. Szatmari, F. Fulop, and E. Kleinpeter Tetrahedron 62 2006 11081
25. R. Csutortoki, I. Szatmari, A. Koch, M. Heydenreich, E. Kleinpeter, and F. Fulop Tetrahedron 67 2011 8564
26. R. Csutortoki, I. Szatmari, M. Heydenreich, A. Koch, I. Starke, F. Fulop, and E. Kleinpeter Tetrahedron 68 2012 6284
27. S.A. Sadaphal, S.S. Sonar, B.B. Shingate, and M.S. Shingare Green Chem. Lett. Rev. 3 2010 213
28. A.H. Kategaonkar, S.S. Sonar, K.F. Shelke, B.B. Shingate, and M.S. Shingare Org. Commun. 3 2010 1
29. Z. Turgut, E. Pelit, and A. Koycu Molecules 12 2007 345
30. K. Khumtaveeporn, and H. Alper J. Org. Chem. 60 1995 8142
31. H. Cao, H.F. Jiang, C.R. Qi, W.J. Yao, and H.J. Chen Tetrahedron Lett. 50 2009 1209
32. P.A. Grieco Organic Synthesis in Water 1998 Blackie Academic and Professional London
33. Z.P. Demko, and K.B. Sharpless J. Org. Chem. 66 2001 7945
34. C.J. Li Chem. Rev. 105 2005 3095
35. N. Azizi, F. Aryanasab, L. Torkiyan, A. Ziyaei, and M.R. Saidi J. Org. Chem. 71 2006 3634
36. A. Yasuhara, N. Suzuki, and T. Sakamoto Chem. Pharm. Bull. 50 2002 143
37. D. Amantini, R. Beleggia, F. Fringuelli, F. Pizzo, and L. Vaccaro J. Org. Chem. 69 2004 2896
38. T. Hiyama, and Y. Hatanaka Pure App. Chem. 66 1994 1471
39. R.K. Sharma, and J.L. Fry J. Org. Chem. 48 1983 2113
40. H. Sun, and S.G. Di Magno J. Am. Chem. Soc. 127 2005 2050
41. M. Lei, L. Ma, and L. Hu Tetrahedron. Lett. 50 2009 6393
42. J. Liu, M. Lei, and L. Hu Green Chem. 14 2012 840
43. M. Lei, L. Ma, and L. Hu Synth. Commun. 41 2011 1969
44. M. Lei, L. Ma, and L. Hu Synth. Commun. 41 2011 3424
45. M. Lei, L. Ma, and L. Hu Monatsh. Chem. 141 2010 1005
46. M. Lei, L. Ma, and L. Hu Tetrahedron Lett. 50 2009 6393
47. M. Lei, L. Ma, and L. Hu Tetrahedron Lett. 51 2010 4186
48. C. Nonnan, L. Bargawanath, and S.L. Connan Tetrahedron Lett. 49 2008 4003
49. J. Sheenan, and T. Hara J. Org. Chem. 39 1974 1196
50. H.V. Chavan, L.K. Adsul, and B.P. Bandgar J. Chem. Sci. 123 2011 477
51. H.V. Chavan, S.B. Babar, R.U. Hoval, and B.P. Bandgar Bull. Korean Chem. Soc. 32 2011 3963
52. B.P. Bandgar, S.B. Bandgar, B.L. Korbad, and S.S. Sawant Tetrahedron Lett. 48 2007 1287
53. B.P. Bandgar, B.L. Korbad, S.A. Patil, S.B. Bandgar, H.V. Chavan, and B.S. Hote Aust. J. Chem. 61 2008 700
54. S.S. Gholap, C.H. Gill, and G.R. Pandhare Ind. J. Het. Chem. 18 2009 279