An eco-benign and highly efficient access to dihydro-1H-indeno[1,2-b] pyridines in 2,2,2-trifluoroethanol

Journal of Molecular Liquids

Volumn 196, Issue , 2014, Pages 159-162

  Khaksar, Samad ^a   Gholami, Milad ^a  

^a ISLAMIC AZAD UNIVERSITY   (Iran)

Author keywords

Fluorinated alcohols; Heterocycle; Hydrogen bonding; Multicomponent; Reusable

Indexed keywords

HYDROGEN BONDS; POLYOLS; PYRIDINE; SYNTHESIS (CHEMICAL);

2 ,2 ,2-TRIFLUOROETHANOL; ELECTRON-DEFICIENT; FLUORINATED ALCOHOL; HETEROCYCLES; MULTICOMPONENTS; PYRIDINE DERIVATIVES; REUSABLE; SIMPLE PROTOCOL;

ETHANOL;

EID: 84898658728     PISSN: 01677322     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molliq.2014.03.030     Document Type: Article

References (51)

1. I.A. Shuklov, N.V. Dubrovina, and A. Börner Synthesis 2007 2925 2943
2. J.P. Bégué, B. Crousse, and D. Bonnet-Delpon Synlett 2004 18 29
3. J.-P. Bégué, D. Bonnet-Delpon, and B. Crousse J.A. Gladysz, D.P. Curran, I.T. Horvath, Handbook of Fluorous Chemistry 2004 Wiley-VCH Weinheim 341 359
4. K.S. Ravikumar, J.P. Bégué, and D. Bonnet-Delpon Tetrahedron Lett. 39 1998 3141 3144
5. A. Berkessel, M.R.M. Andreae, H. Schmickler, and J. Lex Angew. Chem. Int. Ed. 41 2002 4481 4484
6. J. Legros, B. Crousse, D. Bonnet-Delpon, and J.P. Bégué Eur. J. Org. Chem. 2002 3290 3293
7. K.S. Ravikumar, Y.M. Zhang, J.P. Bégué, and D. Bonnet-Delpon Eur. J. Org. Chem. 1998 2937 2940
8. M.C.A. van Vliet, I.W.C.E. Arends, and R.A. Sheldon Chem. Commun. 1999 263 264
9. S. Khaksar, and S.M. Talesh J. Fluor. Chem. 140 2012 95 98
10. K. De, J. Legros, B. Crousse, and D. Bonnet-Delpon J. Org. Chem. 74 2009 6260 6265
11. A. Heydari, S. Khaksar, and M. Tajbakhsh Synthesis 19 2008 3126 3130
12. J. Choy, S. Jaime-Figueroa, and T. Lara-Jaime Tetrahedron Lett. 51 2010 2244 2246
13. K. Azzouzi-Zriba, D. Bonnet-Delpon, and B. Crousse J. Fluor. Chem. 132 2011 811 814
14. A. Heydari, S. Khaksar, M. Tajbakhsh, and H.R. Bijanzadeh J. Fluor. Chem. 131 2010 106 110
15. V. Kesavan, D. Bonnet-Delpon, and J.P. Bégué Tetrahedron Lett. 41 2000 2895 2898
16. K. Neimann, and R. Neumann Org. Lett. 2 2000 2861 2863
17. S.P. De Visser, J. Kaneti, R. Neumann, and S. Shaik J. Org. Chem. 68 2003 2903 2912
18. S. Khaksar, and S.M. Talesh C. R. Chimie 15 2012 779 783
19. S. Khaksar, A. Heydari, M. Tajbakhsh, and S.M. Vahdat J. Fluor. Chem. 131 2010 1377 1381
20. S. Khaksar, and M. Alipour Monatsh. Chem. 144 2013 395 398
21. S. Fustero, R. Român, J.F. Sanz-Cervera, A. Simön-Fuentes, A.C. Cuňat, S. Villanova, and M. Murguía J. Org. Chem. 73 2008 3523 3529
22. M.V. Spanedda, V.D. Hoang, B. Crousse, D. Bonnet-Delpon, and J.P. Bégué Tetrahedron Lett. 44 2003 217 219
23. A. Saito, J. Kasai, T. Konishi, and Y.J. Hanzawa J. Org. Chem. 75 2010 6980 6982
24. A. Heydari, S. Khaksar, M. Tajbakhsh, and H.R. Bijanzadeh J. Fluor. Chem. 130 2009 609 614
25. S. Khaksar, and F. Rostamnejad Bull. Korean Chem. Soc. 33 2012 2581 2584
26. S. Khaksar, and M. Yaghoobi J. Fluor. Chem. 142 2012 41 44
27. S. Khaksar, A. Rouhollahpour, and S.M. Talesh J. Fluor. Chem. 141 2012 11 15
28. F. Bossert, H. Meyer, and E. Wehinger Angew. Chem. Int. Ed. Engl. 20 1981 762 769
29. H. Nakayama, and Y. Kasoaka Heterocycles 42 1996 901 909
30. R. Miri, K. Javidnia, B. Hemmateenejad, A. Azarpira, and Z. Amirghofran Bioorg. Med. Chem. 12 2004 2529 2536
31. G.R. Heintzelman, K.M. Averill, J.H. Dodd, PCT Int. Appl. WO 2002085894 A1 20021031 (2002).
32. G.R. Heintzelman, K.M. Averill, J.H. Dodd, K.T. Demarest, Y. Tang, P.F. Jackson, Pat. Appl. Publ. US 2004082578 A1 20040429 (2004).
33. K. Cooper, M.J. Fray, P.E. Cross, K. Richardson, Eur. Pat. Appl. EP 299727 A1 19890118 (1989).
34. B. Vigante, J. Ozols, G. Sileniece, A. Kimenis, A.; G. U. S. S. R. Duburs, SU, 794006 19810107 (1989).
35. C. Safak, R. Simsek, Y. Altas, S. Boydag, and K. Erol Boll. Chim. Farm. 136 1997 665 669
36. D.A. Nugiel, A.M. Etzkorn, A. Vidwans, P.A. Benfield, M. Boisclair, C.R. Burton, S. Cox, P.M. Czerniak, D. Doleniak, and S.P. Seitz J. Med. Chem. 44 2001 1334 1336
37. R. Frédérick, W. Dumont, F. Ooms, L. Aschenbach, C.J. Van der Schyf, N. Castagnoli, J. Wouters, and A. Krief J. Med. Chem. 49 2006 3743 3747
38. T. Kurihara, K. Nakamura, and H. Hirano Chem. Pharm. Bull. 22 1974 1839 1845
39. S. Samai, G.C. Nandi, R. Kumar, and M.S. Singh Tetrahedron Lett. 50 2009 7096 7098
40. K. Turhan, S.A. Ozturkcan, and Z. Turgut J. Chem. Soc. Pak. 34 2012 94 101
41. V. Petrow, J. Saper, and B. Sturgeon J. Chem. Soc. 1949 2134 2139
42. F.K. Behbahani, and H.S. Alaei J. Chem. Sci. 125 2013 623 626
43. D. Muceniece, J. Popelis, and V. Lusis Chem. Heterocycl. Compd. 44 2008 35 42
44. L. Rong, H. Han, H. Jiang, and S. Tu J. Heterocycl. Chem. 46 2009 465 468
45. X.S. Wang, J.R. Wu, Q. Li, C.S. Yao, and S.J. Tu Synlett 2008 1185 1188
46. M. Manpadi, P.Y. Uglinskii, S.K. Rastogi, K.M. Cotter, Y.S. Wong, L.A. Anderson, A.J. Ortega, S. Van Slambrouck, W.F.A. Steelant, S. Rogelj, P. Tongwa, M.Y. Antipin, I.V. Magedov, and A. Kornienko Org. Biomol. Chem. 5 2007 3865 3872
47. P.K. Tapaswi, and C. Mukhopadhyay Arkivoc 2011 287 298
48. S. Tu, B. Jiang, R. Jia, J. Zhang, and Y. Zhang Tetrahedron Lett. 48 2007 1369 1374
49. A. Padwa, T.M. Heidelbaugh, and J.T. Kuethe J. Org. Chem. 65 2000 2368 2378
50. T. Alves, A.B. De Oliveira, and V. Snieckus Tetrahedron Lett. 29 1988 2135 2136
51. D. Vu1luga, J. Legros, B. Crousse, A.M.Z. Slawin, C. Laurence, P. Nicolet, and D. Bonnet-Delpon J. Org. Chem. 76 2011 1126 1133