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Scope of the Two-Step, One-Pot Palladium-Catalyzed Borylation/Suzuki Cross-Coupling Reaction Utilizing Bis-Boronic Acid

Gary A. Molander*, Sarah L. J. Trice and Steven M. Kennedy

*Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States, Email: gmolandrsas.upenn.edu

G. A. Molander, S. L. J. Trice, S. M. Kennedy, J. Org. Chem., 2012, 77, 8678-8688.

DOI: 10.1021/jo301642v (free Supporting Information)


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Abstract

The use of bis-boronic acid for the direct synthesis of boronic acids has greatly facilitated a two-step, one-pot borylation/Suzuki cross-coupling reaction between aryl and heteroaryl halides. With use of Buchwald’s second-generation XPhos preformed catalyst, high yields of cross-coupled products were obtained for most substrates.

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Palladium-Catalyzed, Direct Boronic Acid Synthesis from Aryl Chlorides: A Simplified Route to Diverse Boronate Ester Derivatives

G. A. Molander, S. L. J. Trice, S. D. Dreher, J. Am. Chem. Soc., 2010, 132, 17701-17703.


Key Words

Miyaura Borylation, Suzuki Coupling


ID: J42-Y2012-3240