Direct 2-acetoxylation of quinoline N-oxides via copper catalyzed C–H bond activation

Chemical Communications

Volumn 49, Issue 61, 2013, Pages 6900-6902

  Chen, Xuan ^a   Zhu, Chongwei ^a   Cui, Xiuling ^a,b   Wu, Yangjie ^a  

^a ZHENGZHOU UNIVERSITY   (China)

^b KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; COPPER; OXIDE; QUINOLINE DERIVATIVE; BENZALDEHYDE; QUINOLINE 1 OXIDE; TERT BUTYL HYDROPEROXIDE; UNCLASSIFIED DRUG;

CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS; ACETOXYLATION; ARTICLE; CATALYST; CHEMICAL BOND; CHEMICAL MODIFICATION; CHEMICAL REACTION; COMPLEX FORMATION; CROSS COUPLING REACTION; DEHYDROGENATION; ESTERIFICATION; POLYMERIZATION;

ALDEHYDES; CATALYSIS; COPPER; MOLECULAR STRUCTURE; OXIDES; QUINOLINES;

EID: 84879964545     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c3cc43947j     Document Type: Article

References (37)

1. J. Otera and J. Nishikido, Esterification: methods, reactions, and applications, Wiley-VCH, 2010
2. R. C. Larock, Comprehensive organic transformations: a guide to functional group preparations, Wiley-VCH, New York, 1999
3. K. Ekoue-Kovi, C. Wolf, Chem. Eur. J. 2008, 14, 6302.
4. W.-J. Yoo, C.-J. Li, Tetrahedron Lett. 2007, 48, 1033.
5. X.-F. Wu, C. Darcel, Eur. J. Org. Chem. 2009, 1144.
6. B. Xu, X. Liu, J. Haubrich, C. M. Friend, Nat. Chem. 2009, 2, 61.
7. C. Qin, H. Wu, J. Chen, M. Liu, J. Cheng, W. Su, J. Ding, Org. Lett. 2008, 10, 1537.
8. J. O. N. Rosa, R. S. Reddy, N. R. Candeias, P. M. S. D. Cal, P. M. P. Gois, Org. Lett. 2010, 12, 2686.
9. R. Gopinath, B. K. Patel, Org. Lett. 2000, 2, 577.
10. R. Gopinath, B. Barkakaty, B. Talukdar, B. K. Patel, J. Org. Chem. 2003, 68, 2944.
11. B. Maji, S. Vedachalan, X. Ge, S. Cai, X.-W. Liu, J. Org. Chem. 2011, 76, 3016.
12. B. R. Travis, M. Sivakumar, G. O. Hollist, B. Borhan, Org. Lett. 2003, 5, 1031.
13. B. E. Maki, K. A. Scheidt, Org. Lett. 2008, 10, 4331.
14. J.-Q. Yu and Z. Shi, C-H Activation, Springer, 2010
15. C.-J. Li, Acc. Chem. Res. 2008, 42, 335.
16. G. Deng, L. Zhao, C.-J. Li, Angew. Chem. Int. Ed. 2008, 47, 6278.
17. Z. Li, C.-J. Li, Eur. J. Org. Chem. 2005, 3173.
18. X. Guo, C.-J. Li, Org. Lett. 2011, 13, 4977.
19. C. A. Correia, L. Yang, C.-J. Li, Org. Lett. 2011, 13, 4581.
20. L. Chen, E. Shi, Z. Liu, S. Chen, W. Wei, H. Li, K. Xu, X. Wan, Chem. Eur. J. 2011, 17, 4085.
21. H. Jiang, A. Lin, C. Zhu, Y. Cheng, Chem. Commun. 2013, 49, 819.
22. H. Liu, L. Cao, J. Sun, J. S. Fossey, W.-P. Deng, Chem. Commun. 2012, 48, 2674.
23. S. Gowrisankar, H. Neumann, M. Beller, Angew. Chem. Int. Ed. 2011, 50, 5139.
24. C. Liu, J. Wang, L. Meng, Y. Deng, Y. Li, A. Lei, Angew. Chem. Int. Ed. 2011, 50, 5144.
25. Y.-M. Huang, F. J. Song, Z. Wang, P. H. Xi, N.-J. Wu, Z.-G. Wang, J.-B. Lan, J.-S. You, Chem. Commun. 2012, 48, 2864.
26. T. K. Hyster, T. Rovis, Chem. Commun. 2011, 47, 11846.
27. W.-J. Yoo, C.-J. Li, J. Org. Chem. 2006, 71, 6266.
28. C. Liu, S. Tang, L. Zheng, D. Liu, H. Zhang, A. Lei, Angew. Chem. Int. Ed. 2012, 51, 5662.
29. J. Feng, S. Liang, S.-Y. Chen, J. Zhang, S.-S. Fu, X.-Q. Yu, Adv. Synth. Catal. 2012, 354, 1287.
30. J. Huang, L.-T. Li, H.-Y. Li, E. Husan, P. Wang, B. Wang, Chem. Commun. 2012, 48, 10204.
31. S. K. Rout, S. Guin, K. K. Ghara, A. Banerjee, B. K. Patel, Org. Lett. 2012, 14, 3982.
32. L. C. Blumberg, J. F. Remenar, O. Almarrson and T. A. Zeidan, US. pat. US2011/041830, 2011
33. Y. Tagawa, J. I. Tanaka, K. Hama, Y. Goto, M. Hamana, Tetrahedron Lett. 1996, 37, 69.
34. G. Deng, C.-J. Li, Org. Lett. 2009, 11, 1171.
35. Z. Li, C.-J. Li, J. Am. Chem. Soc. 2004, 126, 11810.
36. E. Boess, C. Schmitz, M. Klussmann, J. Am. Chem. Soc. 2012, 134, 5317.
37. F. Minisci, F. Fontana, S. Araneo, F. Recupero, S. Banfi, S. Quici, J. Am. Chem. Soc. 1995, 117, 226.