Microwave-assisted synthesis of quinazolinone derivatives by efficient and rapid iron-catalyzed cyclization in water

Green Chemistry

Volumn 11, Issue 11, 2009, Pages 1881-1888

  Zhang, Xiaodong ^a   Ye, Deju ^a   Sun, Haifeng ^a   Guo, Diliang ^a   Wang, Jiang ^a   Huang, He ^a   Zhang, Xu ^a   Jiang, Hualiang ^a,b   Liu, Hong ^a  

^a SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

^b EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 70449417924     PISSN: 14639262     EISSN: 14639270     Source Type: Journal    
DOI: 10.1039/b916124b     Document Type: Article

References (42)

1. P. Anastas, L. G. Heine and T. C. Williamson, Green Chemical Syntheses and Processes, Oxford University Press, New York, 2000.
2. A. Matlack Green Chem. 2003 5 G7.
3. S. K. Hota A. Chatterjee P. K. Bhattacharya P. Chattopadhyay Green Chem. 2009 11 169.
4. F. F. Jian J. Zheng Y. F. Li J. Wang Green Chem. 2009 11 215.
5. L. Bai J. X. Wang Y. Zhang Green Chem. 2003 5 615.
6. V. Pironti S. Colonna Green Chem. 2005 7 43.
7. M. Nüchter B. Ondruschka W. Bonrath A. Gum Green Chem. 2004 6 128.
8. D. Dallinger C. O. Kappe Chem. Rev. 2007 107 2563.
9. Y. Kabri A. Gellis P. Vanelle Green Chem. 2009 11 201.
10. C.-J. Li and T.-H. Chan, Organic Reactions in Aqueous Media, Wiley, New York, 1997.
11. Organic Synthesis in Water; P. A. Grieco, Ed.; Blackie: London, 1998.
12. U. M. Lindstrom Chem. Rev. 2002 102 2751.
13. C. J. Li Chem. Rev. 2005 105 3095.
14. S. Bhadra A. Saha B. C. Ranu Green Chem. 2008 10 1224.
15. M. A. Herrero J. M. Kremsner C. O. Kappe J. Org. Chem. 2008 73 36.
16. Z.-Z. Ma Y. Hano T. Nomura Y.-J. Chen Heterocycles 1997 46 541.
17. Y. Deng R. Xu Y. Ye J. Chin. Pharm. Sci. 2000 9 116.
18. P. Griess Ber. 1869 2 415.
19. P. Griess Ber 1878 11 1985.
20. J. B. Koepfly J. F. Mead J. A. Brockman Jr. J. Am. Chem. Soc. 1947 69 1837.
21. A. Witt J. Bergman Curr. Org. Chem. 2003 7 659 and references therein.
22. S. B. Mhaske N. P. Argade Tetrahedron 2006 62 9787 and references therein.
23. D. J. Connolly D. Cusack T. P. O. Sullivan P. J. Guiry Tetrahedron 2005 61 10153.
24. Z.-Z. Ma Y. Hano T. Nomura Heterocycles 2005 65 2203.
25. For example, Raltitrexed (Tomudex, marketed for colorectal cancer), Ispinesib (phase II for solid tumors), and Tempostatin (phase II for bladder cancer).
26. S. von Niementowski J. Prakt. Chem. 1895 51 564.
27. For selected examples, see: J.-F. Liu P. Ye B. Zhang G. Bi K. Sargent L. Yu D. Yohannes C. M. Baldino J. Org. Chem. 2005 70 6339.
28. J.-F. Liu M. Kaselj Y. Isome P. Ye K. Sargent K. Sprague D. Cherrak C. J. Wilson Y. Si D. Yohannes S.-C. Ng J. Comb. Chem. 2006 8 7.
29. A. D. Roy A. Subramanian R. Roy J. Org. Chem. 2006 71 382.
30. C. L. Yoo J. C. Fettinger M. J. Kurth J. Org. Chem. 2005 70 6941.
31. X.-W. Liu H. Fu Y.-Y. Jiang Y.-F. Zhao Angew. Chem., Int. Ed. 2009 48 348.
32. C. Huang Y. Fu H. Fu Y.-Y. Jiang Y.-F. Zhao Chem. Commun. 2008 6333.
33. For general reviews, see: C. Bolm J. Legros J. Le Paih L. Zani Chem. Rev. 2004 104 6217.
34. A. Fürstner R. Martin Chem. Lett. 2005 34 624.
35. M. Taillefer N. Xia A. Oualli Angew. Chem., Int. Ed. 2007 46 934.
36. A. Correa C. Bolm Angew. Chem., Int. Ed. 2007 46 8862.
37. A. Correa S. Elmore C. Bolm Chem.–Eur. J. 2008 14 3527.
38. Y.-C. Teo Adv. Synth. Catal. 2009 351 720.
39. D.-L. Guo H. Huang J.-Y. Xu H.-L. Jiang H. Liu Org. Lett. 2008 10 4513.
40. H. Huang H. Liu H.-L. Jiang K.-X. Chen J. Org. Chem. 2008 73 6037.
41. Z.-G. Li H.-B. Sun H.-L. Jiang H. Liu Org. Lett. 2008 10 3264.
42. H. Huang X.-H. Yan W.-L. Zhu H. Liu H.-L. Jiang K.-X. Chen J. Comb. Chem. 2008 10 617.