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硝基芳烃作为分子间钯催化芳基 C-H 键氨甲酰化反应的氮源。

Nitroarenes as the Nitrogen Source in Intermolecular Palladium-Catalyzed Aryl C-H Bond Aminocarbonylation Reactions.

机构信息

Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL, 60607-7061, USA.

Institute of Next Generation Matter Transformation, College of Chemical Engineering, Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian, 361021, P.R. China.

出版信息

Angew Chem Int Ed Engl. 2017 Apr 10;56(16):4530-4534. doi: 10.1002/anie.201612324. Epub 2017 Mar 29.

Abstract

A three-component palladium-catalyzed aminocarbonylation of aryl and heteroaryl sp C-H bonds using nitroarenes as the nitrogen source was achieved using Mo(CO) as the reductant and origin of the CO. This intermolecular C-H bond functionalization does not requires any exogenous ligand to be added, and our mechanism experiments indicate that the palladacycle catalyst serves two roles in the aminocarbonylation reaction: reduce the nitroarene to a nitrosoarene and activate the sp C-H bond.

摘要

一种使用 Mo(CO)6 作为还原剂和 CO 源,通过钯催化的三组分芳基和杂芳基 sp C-H 键氨甲酰化反应,实现了使用硝基芳烃作为氮源。这种分子间的 C-H 键功能化不需要添加任何外源配体,我们的机理实验表明,钯环催化剂在氨甲酰化反应中具有两种作用:将硝基芳烃还原为亚硝基芳烃并激活 sp C-H 键。

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