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羧酸导向的锰(I)催化未活化烯烃的区域选择性氢芳基化反应

Carboxylic Acid-Directed Manganese(I)-Catalyzed Regioselective Hydroarylation of Unactivated Alkenes.

作者信息

Han Jingqiang, Yu Huimin, Zi Weiwei

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China.

Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300071, China.

出版信息

Org Lett. 2022 Aug 26;24(33):6154-6158. doi: 10.1021/acs.orglett.2c02309. Epub 2022 Aug 11.

Abstract

A carboxylic acid-directed regioselective hydroarylation reaction of unactivated alkenes with aryl boronic acids was reported. This transformation was enabled by homogeneous manganese catalyst MnBr(CO) in the presence of KOH and HO in the -xylene reaction medium. Both internal and terminal alkenes worked well in this transformation, and a series of functional groups were tolerated. This reaction not only provided an expeditious method to prepare γ-aryl carboxylic acids from simple starting materials but also would inspire further studies in employing homogeneous manganese catalysis in organic synthesis.

摘要

报道了一种由羧酸导向的未活化烯烃与芳基硼酸的区域选择性氢芳基化反应。在氢氧化钾和对二甲苯反应介质中的HO存在下,均相锰催化剂MnBr(CO)实现了这种转化。内烯烃和端烯烃在该转化反应中均表现良好,并且一系列官能团都能耐受。该反应不仅提供了一种从简单原料制备γ-芳基羧酸的快捷方法,而且还将激发在有机合成中采用均相锰催化的进一步研究。

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