Bu4NI-catalyzed synthesis of imidazo[1,2- a ]pyridines via oxidative coupling of aminopyridines with nitroolefins

Synlett

Volumn 25, Issue 5, 2014, Pages 718-720

  Xu, Xiangsheng ^a   Hu, Peizhu ^a   Yu, Wubin ^a   Hong, Guo ^a   Tang, Yucai ^a   Fang, Mingwu ^a   Li, Xiaoqing ^a  

^a ZHEJIANG UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

aminopyridines; imidazo 1,2 A pyridines; nitroolefins; oxidative coupling; TBAI

Indexed keywords

ALKENE DERIVATIVE; AMINOPYRIDINE DERIVATIVE; IMIDAZO[1,2 A]PYRIDINE DERIVATIVE; NITROOLEFIN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; OXIDATIVE COUPLING; PROCESS DEVELOPMENT; REACTION OPTIMIZATION; SYNTHESIS;

EID: 84895928484     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0033-1340485     Document Type: Article

References (24)

1. Rupert K. C., Henry J. R., Dodd J. H., Wadsworth S. A., Cavender D. E., Olini G. C., Fahmy B., Siekierka J. Bioorg. Med. Chem. Lett.: 2003; 13 347
2. Rival Y., Grassy G., Michel G. Chem. Pharm. Bull.: 1992; 40 1170
3. Katsura Y., Nishino S., Inoue Y., Tomoi M., Takasugi H. Chem. Pharm. Bull.: 1992; 40 371
4. Hanson S. M., Morlock E. V., Satyshur K. A., Czajkowski C. J. Med. Chem.: 2008; 51 7243
5. Wiegand M. H. Drugs: 2008; 68 2411
6. Smirnova E. N., Onschenskaya T. V., Zvolinskii V. P., Nende D. L. Fiz. Khim. Poverkhn.: 1988; 65
7. Bae J. S., Lee D. W., Lee D. H., Jeong D. S. Int. Patent WO2007011163A1: 2007
8. Stasyuk A. J., Banasiewicz M., Cyranski M. K., Gryko D. T. J. Org. Chem.: 2012; 77 5552
9. Gueiffier A., Lhassani M., Elhakmaoui A., Snoeck R., Andrei G., Chavignon O., Teulade J. C., Kerbal A., Essassi E. M., Debouzy J. C., Witvrouw M., Blache Y., Balzarini J., De Clercq E., Chapat J. P. J. Med. Chem.: 1996; 39 2856
10. Gueiffier A., Mavel S., Lhassani M., Elhakmaoui A., Snoeck R., Andrei G., Chavignon O., Teulade J. C., Witvrouw M., Balzarini J., De Clercq E., Chapat J. P. J. Med. Chem.: 1998; 41 5108
11. Hand E. S., Paudler W. W. J. Org. Chem.: 1978; 43 2900
12. Guchhait S. K., Chandgude A. L., Priyadarshani G. J. Org. Chem.: 2012; 77 4438
13. Chernyak N., Gevorgyan V. Angew. Chem. Int. Ed.: 2010; 49 2743; Angew. Chem. 2010, 122, 2803
14. Mishra S., Ghosh R. Synthesis: 2011; 3463
15. Reddy B. V. S, Reddy P. S., Reddy Y. J., Yadav J. S. Tetrahedron Lett.: 2011; 52 5789
16. Liu P., Fang L. S., Lei X., Lin G. Q. Tetrahedron Lett.: 2010; 51 4605
17. Dömling A., Ugi I. Angew. Chem. Int. Ed.: 2000; 39 3168
18. Ma L., Wang X., Yu W., Han B. Chem. Commun.: 2011; 47 11333
19. Wang X., Ma L., Yu W. Synthesis: 2011; 2445
20. Li X., Xu X., Zhou C. Chem. Commun.: 2012; 48 12240
21. Li X., Xu X., Tang Y. Org. Biomol. Chem.: 2013; 11 1739
22. Li X., Xu X., Shi X. Tetrahedron Lett.: 2013; 54 3071
23. Li X., Xu X., Hu P., Xiao X. Q., Zhou C. J. Org. Chem.: 2013; 78 7343
24. Li X., Shi X., Fang M., Xu X. J. Org. Chem.: 2013; 78 9499