Palladium-catalyzed oxidative carboacetoxylation of activated alkynes with amino acids

Synthetic Communications

Volumn 44, Issue 5, 2014, Pages 689-696

  Tang, Shi ^a   Li, Qing Lan ^a   Zhou, Dong ^a   Tang, Xin Mei ^a   Li, Shu Hua ^a  

^a JISHOU UNIVERSITY   (China)

Author keywords

Acetoxypalladation; amino acids; C H activation; methyleneindolin 2 one; tandem reaction

Indexed keywords

ALKYNE DERIVATIVE; AMIDE; AMINO ACID DERIVATIVE; PALLADIUM;

ARTICLE; CARBOACETOXYLATION; CATALYST; CHEMICAL BOND; CHEMICAL MODIFICATION; OXIDATION; PROTEIN MOTIF;

EID: 84891531764     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911.2013.835422     Document Type: Article

References (25)

1. Mohammadi, M.; McMahon, G.; Sun, L.; Tang, C.; Hirth, P.; Yeh, B. K.; Hubbard, S. R.; Schlessinger, J. Science 1997, 276, 955-960
2. Sun, L.; Tran, N.; Liang, C.; Hubbard, S.; Tang, F.; Lipson, K.; Schreck, R.; Zhou, Y.; McMahon, G.; Tang, C. J. Med. Chem. 2000, 43, 2655-2663
3. Sun, L.; Liang, C.; Shirazian, S.; Zhou, Y.; Miller, T.; Cui, J.; Fukuda, J. Y.; Chu, J. Y.; Nematalla, A.; Wang, X.; Chen, H.; Sistla, A.; Lu, T. C.; Tang, F.; Wei, J.; Tang, C. J. Med. Chem. 2003, 46, 1116-1119
4. Wang, L.; Zhang, Y.; Hu, H. Y.; Fun, H. K.; Xu, J. H. J. Org. Chem. 2005, 70, 3850- 3858
5. Yang, T. M.; Liu, G. J. Comb. Chem. 2007, 9, 86-95
6. Wu, L.; Sun, J.; Yan, C. G. Org. Bio. Chem. 2012, 10, 9452-9463
7. Cheung, W. S.; Patch, R. J.; Player, M. P. J. Org. Chem. 2005, 70, 3741-3744
8. Seashore-Ludlow, B.; Somfai, P. Org. Lett. 2012, 14, 3858-3861
9. Pinto, A.; Neuville, L.; Zhu, J. Angew. Chem. Int. Ed. 2007, 46, 3291-3295
10. Miura, T.; Toyoshima, T.; Takahashi, Y.; Murakami, M. Org. Lett. 2009, 11, 2141-2143
11. Tang, S.; Peng, P.; Tang, B. X.; Deng, C. L.; Li, J. H.; Zhong, P.; Wang, N. X. Org. Lett. 2008, 10, 1875-1878
12. Tang, S.; Peng, P.; Pi, S. F.; Liang, Y.; Wang, N. X.; Li, J. H. Org. Lett. 2008, 10, 1179-1182
13. Tang, S.; Yu, Q. F.; Peng, P.; Li, J. H.; Zhong, P.; Tang, R. Y. Org. Lett. 2007, 9, 3413-3416
14. Sassatelli, M.; Debiton, E.; Aboab, B.; Prudhomme, M.; Moreau, P. Eur. J. Med. Chem. 2006, 41, 709-716
15. Pinto, A.; Neuville, L.; Retailleau, P.; Zhu, J. Org. Lett. 2006, 8, 4927-4930
16. For selected recent reviews and papers on this topic, see (a) Yu, J. Q.; Giria, R.; Chen, X. Org. Bio. Chem. 2006, 4, 4041-4047
17. Lyons, T. W.; Sanford, M. S. Chem. Rev. 2010, 110, 1147-1169
18. Deprez, N. R.; Sanford, M. S. Inorg. Chem. 2007, 46, 1924-1935
19. Mu, X.; Wu, T.; Wang, H. Y.; Guo, Y. L.; Liu, G. J. Am. Chem. Soc. 2012, 134, 878- 881
20. Matsuura, B. S.; Condie, A. G.; Buff, R. C.; Karahalis, G. H.; Stephenson, C. R. J. Org. Lett. 2011, 13, 6320-6323
21. Dermenci, A.; Dong, G. B. Sci. China Chem., 2013, 56, 685-701
22. Jaegli, S.; Dufour, J.; Wei, H. L.; Piou, T.; Duan, X. H.; Vors, J. P.; Neuville, L.; Zhu, J. P. Org Lett. 2010, 12, 4498-4501
23. Fujino, D.; Yorimitsu, H.; Oshima, K. Chem. Asian J. 2010, 5, 1758-1760
24. Lu, X. Y.; Zhu, G. X.; Ma, S. M. Tetrahedron Lett. 1992, 33, 7205-7206
25. Han, X. L.; Liu, G. X.; Lu, X. Y. Chin. J. Org. Chem. 2005, 25, 1182-1197