Palladium-catalyzed Suzuki-Miyaura reactions of potassium aryl- and heteroaryltrifluoroborates with aryl- and heteroaryl triflates

Synlett

Volumn , Issue 11, 2005, Pages 1763-1766

  Molander, Gary A ^a   Petrillo, Daniel E ^a   Landzberg, Nicole R ^a   Rohanna, John C ^a   Biolatto, Betina ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

Author keywords

Aryl triflates; Aryltrifluoroborates; Biaryls; Cross coupling; Palladium; Suzuki Miyaura

Indexed keywords

BENZENE DERIVATIVE; BORIC ACID; BORONIC ACID DERIVATIVE; NAPHTHALENE DERIVATIVE; PALLADIUM; POTASSIUM PHENYLTRIFLUOROBORATE; QUINOLINE DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; PROTON NUCLEAR MAGNETIC RESONANCE; SUZUKI MIYAURA REACTION; SUZUKI REACTION;

EID: 22244449323     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-871544     Document Type: Article

References (23)

1. (a) Suzuki, A. In Metal-Catalyzed Cross-Coupling Reactions; Diederich, F.; Stang, P. J., Eds.; Wiley-VCH: New York, 1998.
2. (b) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
3. Darses, S.; Genêt, J.-P. Eur. J. Org. Chem. 2003, 4313.
4. (a) Darses, S.; Brayer, J.-L.; Demoute, J.-P.; Genêt, J.-P. Tetrahedron Lett. 1997, 38, 4394.
5. (b) Darses, S.; Michaud, G.; Genêt, J.-P. Eur. J. Org. Chem. 1999, 1875.
6. Xia, M.; Chen, Z.-C. Synth. Commun. 1999, 29, 2457.
7. Batey, R. A.; Quach, T. D. Tetrahedron Lett. 2001, 42, 9099.
8. Molander, G. A.; Biolatto, B. Org. Lett. 2002, 4, 1867.
9. Molander, G. A.; Biolatto, B. J. Org. Chem. 2003, 68, 4302.
10. Molander, G. A.; Ito, T. Org. Lett. 2001, 3, 393.
11. Lipshutz, B. H.; Siegmann, K.; Garcia, E.; Kayser, F. J. Am. Chem. Soc. 1993, 115, 9276.
12. Vedejs, E.; Chapman, R. W.; Fields, S. C.; Lin, S.; Schrimpf, M. R. J. Org. Chem. 1995, 60, 3020.
13. Rieke, R. D.; Kim, S.-H.; Wu, X. J. Org. Chem. 1997, 62, 6921.
14. Mowery, M. E.; DeShong, P. J. Org. Chem. 1999, 64, 3266.
15. Wallow, T. L.; Novak, B. M. J. Org. Chem. 1994, 59, 5034.
16. Kamikawa, T.; Hayashi, T. Synlett 1997, 163.
17. Kim, D.; Lando, V. R.; Dupont, J.; Monteiro, A. L. Org. Lett. 2001, 3, 3049.
18. Littke, A. F.; Dai, C.; Fu, G. C. J. Am. Chem. Soc. 2000, 122, 4020.
19. Klement, I.; Rottlander, M.; Tucker, C. E.; Majid, T. N.; Knochel, P. Tetrahedron 1996, 52, 7201.
20. Echavarren, A. M.; Stille, J. K. J. Am. Chem. Soc. 1987, 109, 5478.
21. Hennings, D. D.; Iwama, T.; Rawal, V. H. Org. Lett. 1999, 1, 1205.
22. Tang, Z.-Y.; Hu, Q.-S. J. Am. Chem. Soc. 2004, 126, 3058.
23. Denmark, S. E.; Ober, M. H. Org. Lett. 2003, 5, 1357.