Palladium on carbon-catalyzed cross-coupling of aryl halides with potassium p-tolyltrifluoroborate in air

Synthetic Communications

Volumn 39, Issue 4, 2009, Pages 636-640

  LeBlond, Carl R ^a,b   Butler, Kaycie M ^a   Ferrington, Marc W ^a   Browe, Matthew A ^a  

^a INDIANA UNIVERSITY OF PENNSYLVANIA   (United States)

^b NONE   (United States)

Author keywords

Cross coupling reaction; Palladium catalysis; Potassium p tolyltrifluoroborate; Suzuki Miyaura reaction

Indexed keywords

ALCOHOL; BORIC ACID; BROMINE DERIVATIVE; CARBON; HALIDE; PALLADIUM; POTASSIUM 4 TOLYLTRIFLUOROBORATE; POTASSIUM CARBONATE; UNCLASSIFIED DRUG; WATER;

AIR; ARTICLE; CROSS COUPLING REACTION;

EID: 61849172886     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910802419698     Document Type: Article

References (14)

1. (a) Miyaura, N.; Suzuki, A. Palladium-catalyzed cross-coupling reactions of organoboron compounds. Chem. Rev. 1995, 95, 2457-2483;
2. (b) Suzuki, A. Recent advances in the cross-coupling reactions of organoboron derivatives with organic electrophiles, 1995-1998. J. Organomet. Chem. 1999, 576, 147-168;
3. Miyaura, N. In Topics in Current Chemistry; N. Miyaura (Ed.); Springer-Verlag: Berlin, 2002; vol. 219, p. 11;
4. Kotha, S.; Lahiri, K.; Kashinath, D. Recent applications of the Suzuki-Miyaura cross-coupling reaction in organic synthesis. Tetrahedron 2002, 58, 9633-9695;
5. (e) Bellina, F.; Carpita, A.; Rossi, R. Synthesis 2004, 2419-2440;
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9. Although palladium leaching from the solid-supported catalysts can be an issue, we did not determine palladium levels in our isolated products: (a) Wallow, T. I.; Novak, B. M. Highly efficient and accelerated Suzuki aryl couplings mediated by phosphine-free palladium sources. J. Org. Chem. 1994, 59, 5034-5037;
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