Palladium(II)-catalyzed direct arylation of enaminones using organotrifluoroborates

Journal of the American Chemical Society

Volumn 130, Issue 12, 2008, Pages 3708-3709

  Ge, Haibo ^a   Niphakis, Micah J ^a   Georg, Gunda I ^b  

^a UNIVERSITY OF KANSAS   (United States)

^b UNIVERSITY OF MINNESOTA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BORIC ACID; PALLADIUM;

ARTICLE; ARYLATION; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL BOND; HALOGENATION; SYNTHESIS;

4-QUINOLONES; ACETATES; BORATES; CATALYSIS; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; STEREOISOMERISM;

EID: 41149138082     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja710221c     Document Type: Article

References (31)

1. For recent reviews, see: (a) Miura, M.; Nomura, M. Top. Curr. Chem. 2002, 219, 211-241.
2. (b) Kakiuchi, F.; Chatani, N. Adv. Synth. Catal. 2003, 345, 1077-1101.
3. (c) Labinger, J. A.; Bercaw, J. E. Nature 2002, 417, 507-514.
4. (d) Miura, M.; Satoh, T. Top. Organomet. Chem. 2005, 14, 55-83.
5. (e) Alberico, D.; Scott, M. E.; Lautens, M. Chem. Rev. 2007, 107, 174-238.
6. For recent reviews, see: (a) Daugulis, O.; Zaitsev, V. G.; Shabashov, D.; Pham, Q.-N.; Lazareva, A. Synlett 2006, 3382-3388.
7. (b) Yu, J.-Q.; Giri, R.; Chen, X. Org. Biomol. Chem. 2006, 4, 4041-4047.
8. (c) Dick, A. R.; Sanford, M. S. Tetrahedron 2006, 62, 2439-2463.
9. (d) Kakiuchi, F.; Murai, S. Acc. Chem. Res. 2002, 35, 826-834.
10. (e) Ritleng, V.; Sirlin, C.; Pfeffer, M. Chem. Rev. 2002, 102, 1731-1769.
11. (f) Jia, C.; Kitamura, T.; Fujiwara, Y. Acc. Chem. Res. 2001, 34, 633-639.
12. (g) Dyker, G. Angew. Chem., Int. Ed. 1999, 38, 1699-1712.
13. (a) Hull, K. L.; Sanford, M. S. J. Am. Chem. Soc. 2007, 129, 11904-11905.
14. (b) Stuart, D. R.; Fagnou, K. Science 2007, 316, 1172-1175.
15. (c) Shi, Z.; Li, B.; Wan, X.; Cheng, J.; Fang, Z.; Cao, B.; Qin, C.; Wang, Y. Angew. Chem., Int. Ed. 2007, 46, 5554-5558.
16. (d) Deprez, N. R.; Kalyani, D.; Krause, A.; Sanford, M. S. J. Am. Chem. Soc. 2006, 128, 4972-4973.
17. (e) Chen, X.; Goodhue, C. E.; Yu, J. Q. J. Am. Chem. Soc. 2006, 128, 12634-12635.
18. (f) Zhao, Y.; Wang, H.; Hou, X.; Hu, Y.; Lei, A.; Zhang, H.; Zhu, L. J. Am. Chem. Soc. 2006, 128, 15048-15049.
19. (g) Delcamp, J. H.; White, M. C. J. Am. Chem. Soc. 2006, 128, 15076-15077.
20. (a) Horton, D. A.; Bourne, G. T.; Smythe, M. L. Chem. Rev. 2003, 103, 893-930.
21. (b) Michael, J. P. Nat. Prod. Rep. 2005, 22, 603-626.
22. Turunen, B. J.; Georg, G. I. J. Am. Chem. Soc. 2006, 128, 8702-8703.
23. (a) Kranke, B.; Kunz, H. Org. Biomol. Chem. 2007, 5, 349-354.
24. (b) Kranke, B.; Kunz, H. Can. J. Chem. 2006, 84, 625-641.
25. (c) Comins, D. L.; Joseph, S. P.; Chen, X. Tetrahedron Lett. 1995, 36, 9141-9144.
26. (d) Wang, X.; Turunen, B. J.; Leighty. M. W.; Georg, G. I. Tetrahedron Lett. 2007, 48, 8811-8814.
27. For recent reviews, see: (a) Molander, G. A.; Ellis, N. Acc. Chem. Res. 2007, 40, 275-286.
28. (b) Molander, G. A.; Figueroa, R. Aldrichim. Acta 2005, 38, 49-56.
29. (c) Stefani, H. A.; Cella, R.; Vieira, A. S. Tetrahedron 2007, 63, 3623-3658.
30. Jia, C.; Lu, W.; Oyamada, J.; Kitamura, T.; Matsuda, K.; Irie, M.; Fujiwara, Y. J. Am. Chem. Soc. 2000, 122, 7252-7263.
31. Unoptimized conditions.