Syntheses and characterization of 5-alkoxy-4-cycloamino-3halo-5H-furan-2- one

Chinese Journal of Organic Chemistry

Volumn 31, Issue 9, 2011, Pages 1460-1467

  Fu, Jianhua ^a   Wang, Zhaoyang ^a   Hao, Zhifeng ^b   Huo, Jingpei ^a  

^a SOUTH CHINA NORMAL UNIVERSITY   (China)

^b GUANGDONG UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

4 dihalo 5H furan 2 one; 5 alkoxy 3; 5 alkoxy 4 cycloamino 3 halo 5H furan 2 one; Cyclic secondary amine; Michael addition; Synthesis; Tandem reaction

Indexed keywords

EID: 83655203132     PISSN: 02532786     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (37)

1. Juan, H. V. E.; Saad, J. R.; Giordano, O. S.; Garcia, C.; Martin, T.; Martin, V. S.; Sosa, M. E.; Tonn, C. E. J. Nat. Prod. 2008, 71, 190.
2. Wei, M.-X.; Feng, L.; Li, X.-Q.; Zhou, X.-Z.; Shao, Z.-H. Eur. J. Med. Chem. 2009, 44, 3340.
3. Pimentel-Elardo, S. M.; Kozytska, S.; Bugni, T. S.; Ireland, C. M.; Moll, H.; Hentschel, U. Mar. Drugs 2010, 5, 373.
4. Prasad, K. R.; Gandi, V. R. Tetrahedron: Asymmetry 2010, 21, 275.
5. Jiang, Y-Q.; Shi, Y.-L.; Shi, M. J. Am. Chem. Soc. 2008, 130, 7202.
6. Pérez, M.; Pérez, D. I.; Martinez, A.; Castro, A.; Gómez, G.; Fall, Y. Chem. Commun. 2009, 3252.
7. Cui, H.-L.; Huang, J.-R.; Lei, J.; Wang, Z.-F.; Chen, S.; Wu, L.; Chen, Y.-C. Org. Lett. 2010, 12, 720.
8. Surmont, R.; Verniest, G.; De Kimpe, N. J. Org. Chem. 2010, 75, 5750.
9. Guerrero, M. D.; Aquino, M.; Bruno, I.; Terêncio, M. C.; Paya, M.; Riccio, R.; Gomez-Paloma, L. J. Med. Chem. 2007, 50, 2176.
10. Bellina, F.; Marchetti, C.; Rossi, R. Eur. J. Org. Chem. 2009, 4685.
11. Hickmann, V.; Alcarazo, M.; Fürstner, A. J. Am. Chem. Soc. 2010, 132, 11042.
12. Huang, H.-C; Yu, F.; Jin, Z.-C; Li, W.-J.; Wu, W.-B.; Liang, X.-M.; Ye, J.-X. Chem. Commun. 2010, 46, 5957.
13. Yang, Y.; Zheng, K.; Zhao, J.-N.; Shi, J.; Lin, L.-L.; Liu, X.-H.; Feng, X.-M. J. Org. Chem. 2010, 75, 5382.
14. Gassama, A.; Ernenwein, C; Hoffmann, N. Green Chem. 2010, 12, 859.
15. Bertrand, S.; Hoffmann, N.; Pete, J. P. Tetrahedron Lett. 1999, 40, 3173.
16. Li, X. Q.; Wang, F. R.; He, L.; Chen, Q. H. Chin. J. Chem. 2003, 21, 805.
17. Ishibashi, F.; Park, S.; Kusano, T.; Kuwano, K. Biosci. Biotechnol. Biochem. 2005, 69, 391.
18. Zhang, X.; Huang, H.-H.; Chen, Q.-H. J. Asian Nat. Prod. Res. 2005, 7, 711.
19. Tanoury, G J.; Chen, M.; Dong, Y.; Forslund, R. E.; Magdziak, D. Org. Lett. 2008, 10, 185.
20. Wang, J.-R; Qin, J.-H.; Wang, L.-Z.; Lu, H.-H.; Li, H.-M.; Chen, Q.-H. Chem. Reag. 2008, 30, 325 (in Chinese).
21. Yu, Z.-L.; Hu, S.-Q.; Li, S.-L.; Fu, Y.-Q. Chin. J. Org. Chem. 2008, 25, 1119 (in Chinese).
22. Cai, J.-L.; Lu, Y-H.; Gan, L.-L.; Zhang, Y-Y; Zhou, C-H. China. J. Antibiotics 2009, 34, 454 (in Chinese).
23. Luo, Y-J.; Li, W-Y; Lin, D.; Yao, Y-M.; Zhang, Y; Shen, Q. Organometallics 2010, 29, 3507.
24. Viktor, Z.; Vrba, L.; Bohumil, K.; Miloslav, S. Collect. Czech. Chem. C1973, 35, 1091.
25. Chen, Q.-H.; Geng, Z. Chin. J. Org. Chem. 1993, 13, 299 (in Chinese).
26. Geng, Z.; Huang, B.; Chen, Q.-H. Chin. J. Chem. 1999, 17, 189.
27. Lattmann, E.; Billington, D. C.; Langley, C. A. Drug Des. Discovery 1999, 16, 243.
28. Lattmann, E.; Sattayasai, N.; Schwalbe, C. S.; Niamsanit, S.; Billington, D. C.; Lattmann, P.; Langley, C A.; Singh, H.; Dunn, S. Curr. Drug Discovery Technol. 2006, 3, 125.
29. Song, X.-M.; Wang, Z.-Y.; Li, J.-X.; Fu, J.-H. Chin. J. Org. Chem. 2009, 29, 1804 (in Chinese) 1804.)
30. Song, X.-M.; Li, J.-X.; Wang, Z.-Y; Mo, Y-Q. Chin. J. Org. Chem. 2010, 30, 648 (in Chinese).
31. Mo, Y-Q.; Wang, Z.-Y; Li, J.-X.; Hong, W-K. Chin. J. Org. Chem. 2010, 30, 1051 (in Chinese). 1051.)
32. Song, X.-M.; Tan, Y-H.; Li, J.-X.; Wang, Z.-Y. Chin. J. Org. Chem. 2010, 30, 1890 (in Chinese).
33. Li, X.-W.; Wang, Z.-Y; Zheng, L.-Y Chin. J. Org. Chem. 2006, 26, 1144 (in Chinese).
34. Chen, Q.-H.; Geng, Z. acta Chim. Sinica 1993, 51, 622 (in Chinese).
35. Zhang, J.; Blazecka, P. G; Berven, H.; Belmont, D. Tetrahedon Lett. 2003, 44, 5579.
36. Zhang, J.; Sarma, K. D.; Curran, T. T.; Belmont, D. T.; Davidson, J. G J. Org. Chem. 2005, 70, 5890.
37. Angell, P.; Zhang, J.; Belmont, D.; Curran, T.; Davidson, J. G Tetrahedron Lett. 2005, 46, 2029.