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Highly efficient synthesis of aryl ketones by PEPPSI-palladium catalyzed acylative Suzuki coupling of amides with diarylborinic acids
Authors:Chen Wang  Lingyun Huang  Fengze Wang  Gang Zou
Institution:School of Chemistry & Molecular Engineering, East China University of Science & Technology, 130 Meilong Rd, Shanghai, China
Abstract:An improved acylative cross-coupling of various N-methyl-N-tosyl amides with diarylborinic acids for synthesis of aryl ketones is developed. In most cases, aryl ketones could be obtained in excellent yields by using 1?mol% 2,6-diisopropylphenylimidazolylidene and 3-chloropyridine co-supported palladium chloride as catalyst in the presence of 3 equiv. K2CO3 as base in refluxing THF. The readily prepared and cost-effective substrates, N-methyl-N-tosylamides and diarylborinic acids, and the commercially available catalyst system promise a practical and efficient access to aryl ketones.
Keywords:Acylative Suzuki coupling  Aryl ketones  Amides  Diarylborinic acid
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