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通过NHC催化的自由基接力反应将苯乙烯进行1,2-酰胺基芳基羰基化反应以合成β-酰基氨基酮

1,2-Amidoarylcarbonylation of Styrenes to Access β-Acylamino Ketones by NHC-Catalyzed Radical Relay.

作者信息

Yin Dengyu, Lu Lishuai, Jiang Ying, Dou Yandong, Fu Ming-Chen, Zhu Yanwu, Fan Shilu

机构信息

School of Chemistry and Chemical Engineering, Hefei University of Technology, Hefei 230009, China.

Anhui Heryi Pharmaceutical Co., Ltd., Chuzhou 239000, China.

出版信息

J Org Chem. 2024 Sep 20;89(18):13085-13092. doi: 10.1021/acs.joc.4c01171. Epub 2024 Aug 28.

Abstract

An amidoarylcarbonylation reaction of aromatic aldehydes and olefins with Katritzky pyridinium salts by N-heterocyclic carbene (NHC)-catalyzed radical relay to construct C-C and C-N bonds with good functional group tolerance is developed for the synthesis of β-acylamino ketones. This gentle and efficient approach offers a valuable style for the synthesis of β-acylamino ketones. Mechanistic studies revealed that a radical addition/coupling/elimination cascade process was involved in this reaction.

摘要

通过N-杂环卡宾(NHC)催化的自由基接力,使芳香醛和烯烃与卡特里茨基吡啶盐发生酰胺芳基羰基化反应,以构建具有良好官能团耐受性的C-C键和C-N键,从而用于合成β-酰基氨基酮。这种温和且高效的方法为β-酰基氨基酮的合成提供了一种有价值的方式。机理研究表明,该反应涉及自由基加成/偶联/消除级联过程。

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