A unique cascade reaction between 3-arylprop-2-inylcarboxylates and benzaldehydes leading to the formation of Morita-Baylis-Hillman adducts

Organic Letters

Volumn 15, Issue 1, 2013, Pages 224-227

  Karpaviciene, Ieva ^a   Cikotiene, Inga ^a  

^a VILNIUS UNIVERSITY   (Lithuania)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84874087200     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol303319a     Document Type: Article

References (32)

1. Singh, V.; Batra, S. Tetrahedron 2008, 64, 4511 and references therein.
2. Wang, Y.; Liu, L.; Zhang, T.; Zhong, N. J.; Wang, D.; Chen, Y. J. J. Org. Chem. 2012, 77, 4143.
3. Xu, S.; Chen, R.; Quin, Z.; Wu, G.; He, Z. Org. Lett. 2012, 14, 996.
4. Wu, C.; Liu, Y.; Zeng, H.; Liu, L.; Wang, D.; Chen, Y. Org. Biomol. Chem. 2011, 9, 253.
5. Basavaiah, D.; Reddy, B. S.; Badsara, S. S. Chem. Rev. 2010, 110, 5447 and references therein.
6. Lima-Junior, C. G.; Vasconcellos, M. L. A. A. Bioorg. Med. Chem. 2012, 20, 3954 and references therein.
7. Kohn, L. K.; Pavam, C. H.; Veronese, D.; Coelho, F.; De Carvalho, J. E.; Almeida, W. P. Eur. J. Med. Chem. 2006, 41, 738.
8. Morita, K.; Suzuki, Z.; Hirose, H. Bull. Chem. Soc. Jpn. 1968, 41, 2815.
9. Baylis, A. B.; Hillman, M. E. D. German Patent 2155113, 1972.
10. Masson, G.; Housseman, C.; Zhu, J. Angew. Chem., Int. Ed. 2007, 46, 4614.
11. Shi, Y.-L.; Shi, M. Eur. J. Org. Chem. 2007, 18, 2905.
12. Basavaiah, D.; Rao, A. J.; Satyanarayana, T. Chem. Rev. 2003, 103, 811.
13. Krafft, M. E.; Haxell, T. F. N. J. Am. Chem. Soc. 2005, 127, 10168.
14. Declerck, V.; Martinez, J.; Lamaty, F. Chem. Rev. 2009, 109, 1.
15. Shi, M.; Wang, F.-J.; Zhao, M.-X.; Wei, Y. The Chemistry of the Morita BaylisHillman Reaction; RSC Publishing: Cambridge, U.K., 2011.
16. Shi, M.; Li, C.-Q.; Jiang, J.-K. Helv. Chim. Acta 2002, 85, 1051.
17. Basavaiah, D.; Gowriswari, V. V. L; Bharathi, T. K. Tetrahedron Lett. 1987, No. 28, 4591.
18. Shi, M.; Li, C.-Q.; Jiang, J.-K. Molecules 2002, 7, 721.
19. Trofimov, A.; Gevorgyan, V. Org. Lett. 2009, 11, 253.
20. Oh, K.; Li, J.-Y. Synthesis 2011, 1960.
21. Kim, S. H.; Kim, S. H.; Lim, C. H.; Kim, J. N. Bull. Korean Chem. Soc. 2012, 33, 2023.
22. Viswanathan, S. G.; Li, C.-J. Tetrahedron Lett. 2002, 43, 1613.
23. Xu, L. W.; Li, L.; Xia, C. G.; Zhao, P. Q. Helv. Chim. Acta 2004, 87, 3080.
24. Curini, M.; Epifano, F.; Maltese, F.; Rosati, O. Synlett 2003, 552.
25. Rhee, J. U.; Krische, M. J. Org. Lett. 2005, 7, 2493.
26. Hsung, R. P.; Zificsak, C. A.; Wei, L. L.; Douglas, C. J.; Xiong, H.; Mudler, J. A. Org. Lett. 1999, 1, 1237.
27. Sonogashira, K.; Tohda, Y.; Hagihara, N. Tetrahedron Lett. 1975, 16, 4467.
28. Oblin, M.; Rajzman, M.; Pons, M. Tetrahedron 2001, 57, 3099.
29. Marion, N.; Nolan, S. P. Angew. Chem., Int. Ed. 2007, 46, 2750.
30. Peng, Y.; Cui, L.; Zhang, G.; Zhang, L. J. Am. Chem. Soc. 2009, 131, 5062.
31. Cran, J. W.; Krafft, M. E. Angew. Chem., Int. Ed. 2012, 51, 9398.
32. Zhang, L. J. Am. Chem. Soc. 2005, 127, 1684.