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铱(III)/银(I)催化芳烃与无羟基的羟基酰胺作为酰胺化试剂直接进行C-H酰胺化反应。

Ir(iii)/Ag(i)-catalyzed directly C-H amidation of arenes with OH-free hydroxyamides as amidating agents.

作者信息

Zuo Youpeng, Liu Meijun, Du Jun, Zhang Tianren, Wang Xiaoqing, Wang Cong

机构信息

School of Chemistry and Chemical Engineering, Suzhou University Suzhou 234000 P. R. China

出版信息

RSC Adv. 2024 Feb 15;14(9):5975-5980. doi: 10.1039/d4ra00517a. eCollection 2024 Feb 14.

Abstract

A versatile Ir(iii)-catalyzed C-H amidation of arenes by employing readily available and stable OH-free hydroxyamides as a novel amidation source. The reaction occurred with high efficiency and tolerance of a range of functional groups. A wide scope of aryl OH-free hydroxyzamides, including conjugated and challenging non-conjugated OH-free hydroxyzamides, were capable of this transformation and no addition of an external oxidant is required. This protocol provided a simple, straightforward and economic method to a variety -(2-(1-pyrazol-1-yl)alkyl)amide derivates with good to excellent yield. Mechanistic study demonstrated that reversible C-H bond functionalisation might be involved in this reaction.

摘要

一种通用的铱(III)催化芳烃C-H酰胺化反应,该反应采用易于获得且稳定的无羟基羟基酰胺作为新型酰胺化源。该反应具有高效率且对一系列官能团具有耐受性。多种无芳基羟基酰胺,包括共轭和具有挑战性的非共轭无羟基羟基酰胺,都能够进行这种转化,并且无需添加外部氧化剂。该方案为制备各种-(2-(1-吡唑-1-基)烷基)酰胺衍生物提供了一种简单、直接且经济的方法,产率良好至优异。机理研究表明,该反应可能涉及可逆的C-H键官能化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a97e/10867557/078fcfe0629b/d4ra00517a-s1.jpg

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