Unprecedented acceleration of the domino reaction between methyl 4-hydroxyalk-3-ynoates and amines in ionic liquids

Mendeleev Communications

Volumn 21, Issue 2, 2011, Pages 94-96

  Simirskaya, Nina I ^a   Ignat'Ev, Nikolai V ^b   Schulte, Michael ^b   Zlotin, Sergei G ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^b MERCK KGAA   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79953845477     PISSN: 09599436     EISSN: 1364551X     Source Type: Journal    
DOI: 10.1016/j.mencom.2011.03.012     Document Type: Article

References (41)

1. D.K. Knight Contemp. Org. Synth. 1 1994 287
2. T. Laduwahetty Contemp. Org. Synth. 2 1995 133
3. L. Collis Contemp. Org. Synth. 3 1996 295
4. C.L. Cheng, K.Y. Ng, and H.X. Xu Curr. Org. Chem. 14 2010 1714
5. E. Lattmann, S. Dunn, S. Niamsanit, and N. Sattayasai Bioorg. Med. Chem. Lett. 15 2005 919
6. H. He, P. Kulanthaivel, and B.J. Baker Tetrahedron Lett. 35 1994 7189
7. E.W. Schmidt, and D.J. Faulkner Tetrahedron Lett. 37 1996 3951
8. S.P. Gunasckera, P.J. McCarthy, M. Kelly-Borges, E. Lolkousky, and J. Clardy J. Am. Chem. Soc. 118 1996 8759
9. J.S. Clark, F. Marlin, B. Nay, and G. Wilson Org. Lett. 5 2003 89
10. P. Plastina, B. Gabriele, and G. Salerno Synthesis 19 2007 3083
11. Y.-J. Li, G.-M. Ho, and P.-Z. Chen Tetrahedron: Asymmetry 20 2009 1854
12. W. Jie, J. Xin, C. Ming, G. Zongming, H. Yuefei, and H. Hongwen J. Chem. Soc., Perkin Trans 1 2001 66
13. A. Arcadi, M. Alfonsi, and F. Marinelli Tetrahedron Lett. 50 2009 2060
14. B. Gabriele, G. Salerno, P. Plastina, M. Costa, and A. Crispini Adv. Synth. Catal. 346 2004 351
15. Y.-L. Li, P.-T. Lee, C.M. Yang, Y.-K. Chang, Y.-C. Weng, and Y.-H. Liu Tetrahedron Lett. 45 2004 1865
16. I. Pevet, C. Meyer, and J. Cossy Synlett 2003 663
17. H. Bruyere, S. Samaritani, A. Tomas, and J. Royer Synlett 2005 1421
18. A. Saabani, A. Sarvany, S. Keshipour, A.H. Rezayan, and R. Ghadani Tetrahedron 66 2010 1911
19. H. Bruyere, D.R. Catarina, S. Samaritani, S. Ballereau, and J. Royer Synthesis 10 2006 1673
20. M.V. Mavrov, and N.I. Simirskaya Khim. Geterotsikl. Soedin. 1999 1330 [Chem. Heterocycl. Compd. (Engl. Transl.), 1999, 35, 1150]
21. M.V. Mavrov, N.I. Simirskaya, L.D. Konyushkin, and S.G. Zlotin Izv. Akad. Nauk, Ser. Khim 2005 2761 (Russ. Chem. Bull., Int. Ed., 2005, 54, 2857)
22. N. Ignatyev, S. G. Zlotin and N. I. Simirskaya, WO 2010/108584 A1, 30.09.2010.
23. Ionic Liquids in Synthesis, 1, eds. P. Wasserscheid and T. Welton, Wiley-VCH, Weinheim, 2008.
24. Ionic Liquids in Synthesis, 2, eds. P. Wasserscheid and T. Welton, Wiley-VCH, Weinheim, 2008.
25. I. Parvulescu, and C. Hardacre Chem. Rev. 2007 107
26. J. Durand, E. Teuma, and M. Gómez C. R. Chimie 10 2007 152
27. S.G. Zlotin, and N.N. Makhova Mendeleev Commun. 20 2010 63
28. S.G. Zlotin, and N.N. Makhova Usp. Khim. 79 2010 603 (Russ. Chem. Rev., 2010, 79, 543)
29. B.C. Ranu, and S. Banerjee Org. Lett. 7 2005 3049
30. J.-M. Xu, C. Qian, B.-K. Liu, Q. Wu, and X.-F. Lin Tetrahedron 63 2007 986
31. L. Lin, L.-W. Xu, W. Zhou, L. Li, and C.-G. Xia Tetrahedron Lett. 47 2006 7723
32. N. Karodia, X. Liu, P. Ludley, D. Pletsas, and G. Stevenson Tetrahedron 62 2006 11039
33. X. Xia, S. Cui, and Y. Wang Lett. Org. Chem. 3 2006 414
34. J.S. Yadav, B.V.S. Reddy, G. Baishya, K.V. Reddy, and A.V. Narsaiah Tetrahedron 61 2005 9541
35. W.-J. Li, X.-F. Lin, J. Wang, G.-L. Li, and Y.-G. Wang Synlett 2005 2003
36. M.L. Kantam, V. Neeraja, B. Kavita, B. Neelima, M.K. Chaudhuri, and S. Hussain Adv. Synth. Catal. 347 2005 763
37. L.-W. Xu, L. Li, C.-G. Xia, S.-L. Zhou, and J.-W. Li Tetrahedron Lett. 45 2004 1219
38. F. Zhang, D.-Q. Xu, S.-P. Luo, B.-Y. Liu, X.-H. Du, and Z.-Y. Xu J. Chem. Res. 2004 773
39. A. Kamal, and G. Chouhan Adv. Synth. Catal. 346 2004 579
40. H.-P. Nguyen, S. Znifeche, and M. Baboulene Synth. Commun. 34 2004 2085
41. D. Villemin, B. Mostefa-Kara, N. Bar, N. Choukchou-Braham, N. Cheikh, A. Benmeddah, H. Hazimeh, and C. Ziani-Cherif Lett. Org. Chem. 3 2006 558