β-Oxo Amides: Inexpensive and Efficient Ligands for the Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction

Abstract

β-Oxo amides were found to be inexpensive and efficient ligands for the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. In the presence of palladium(II) acetate and N-(4-methoxyphenyl)-3-oxobutanamide (L7), a variety of aryl halides, including deactivated aryl chlorides and heteroaryl halides, were successfully coupled to arylboronic acids in moderate to excellent yields providing very high turnover numbers (maximum TON <950,000 and TOF <79,167). It is noteworthy that the reaction is conducted under mild and aerobic conditions.

Key words

palladium(II) acetate - β-oxo amide - Suzuki-Miyaura cross-coupling reaction - aryl halides - arylboronic acids

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