铜催化非活化溴化烷基与硼酸芳基羰基的Suzuki-Miyaura偶联

IF 15.7 1区化学 Q1 CHEMISTRY, APPLIED

Chinese Journal of Catalysis Pub Date : 2025-06-01 DOI:10.1016/S1872-2067(25)64700-0

Jiajun Zhang , Xiao-Feng Wu

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引用次数: 0

摘要

在此，我们提出了铜催化的未活化的溴化烷基与硼酸芳基在CO气氛下的羰基交叉偶联，从而实现了具有广泛官能团相容性的C(sp3)-C（sp2）酮的高效合成。这一策略代表了铜催化羰基化的重大进展，涉及烷基溴和C(sp2)-亲核试剂。该方案解决了C(sp3)-烷基卤化物与芳基硼试剂偶联中常见的关键挑战，如烷基卤化物氧化加成缓慢、竞争铃木-宫浦交叉偶联、不希望的脱卤等。该方法以其广泛的底物范围和高官能团耐受性而闻名，为烷基芳基酮的流线型合成提供了一个强大而通用的平台。

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Copper-catalyzed carbonylative Suzuki-Miyaura coupling of un-activated alkyl bromides with aryl boronates

Herein, we present a copper-catalyzed carbonylative cross-coupling of unactivated alkyl bromides with aryl boronates under CO atmosphere which enabling the efficient synthesis of C(sp³)-C(sp²) ketones with extensive functional group compatibility. This strategy represents a significant advance in copper-catalyzed carbonylation involving alkyl bromides and C(sp²)-nucleophiles. The protocol addresses key challenges commonly encountered in the coupling of C(sp³)-alkyl halides with aryl boron reagents, such as sluggish oxidative addition of alkyl halides, competing Suzuki-Miyaura cross-coupling, undesired dehalogenation and so on. Distinguished by its broad substrate scope and high functional group tolerance, this approach offers a robust and versatile platform for the streamlined synthesis of alkyl aryl ketones.

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来源期刊

Chinese Journal of Catalysis 工程技术-工程：化工

CiteScore

25.80

自引率

10.30%

发文量

235

审稿时长

1.2 months

期刊介绍： The journal covers a broad scope, encompassing new trends in catalysis for applications in energy production, environmental protection, and the preparation of materials, petroleum chemicals, and fine chemicals. It explores the scientific foundation for preparing and activating catalysts of commercial interest, emphasizing representative models.The focus includes spectroscopic methods for structural characterization, especially in situ techniques, as well as new theoretical methods with practical impact in catalysis and catalytic reactions.The journal delves into the relationship between homogeneous and heterogeneous catalysis and includes theoretical studies on the structure and reactivity of catalysts.Additionally, contributions on photocatalysis, biocatalysis, surface science, and catalysis-related chemical kinetics are welcomed.