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镍催化活化脂肪胺与芳族酰胺通过C-N键活化进行脱氨基酰化反应。

Nickel-Catalyzed Deaminative Acylation of Activated Aliphatic Amines with Aromatic Amides via C-N Bond Activation.

作者信息

Yu Chu-Guo, Matsuo Yutaka

机构信息

Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry, School of Chemistry and Materials Science , University of Science and Technology of China , 96 Jinzhai Road , Hefei , Anhui 230026 , China.

Institute of Materials Innovation, Institutes of Innovation for Future Society , Nagoya University , Furo-cho, Chikusa-ku , Nagoya 464-8603 , Japan.

出版信息

Org Lett. 2020 Feb 7;22(3):950-955. doi: 10.1021/acs.orglett.9b04497. Epub 2020 Jan 21.

Abstract

Deaminative functionalization of aliphatic primary amines has great synthetic utility. Herein, we describe a Ni-catalyzed reductive deaminative cross-electrophile coupling reaction between Katritzky salts and aromatic amides. This work provides examples of the synthesis of various ketones from alkylpyridinium salts, including both primary and secondary alkylamines. Given its mild reaction conditions and high functional group tolerance, this cross-coupling strategy is expected to be useful for late-stage functionalization of complex compounds.

摘要

脂肪族伯胺的脱氨基官能化具有巨大的合成效用。在此,我们描述了一种镍催化的Katritzky盐与芳族酰胺之间的还原脱氨基交叉亲电偶联反应。这项工作提供了从烷基吡啶鎓盐合成各种酮的实例,包括伯烷基胺和仲烷基胺。鉴于其温和的反应条件和高官能团耐受性,这种交叉偶联策略有望用于复杂化合物的后期官能化。

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