在钯催化下通过 6-endo-dig 碳环化实现二芳基炔的芳香羰基化

IF 6.5 1区 化学 Q2 CHEMISTRY, PHYSICAL Journal of Catalysis Pub Date : 2024-09-14 DOI:10.1016/j.jcat.2024.115757
Yuanyuan Yue , Qimin Tu , Jianhang Zhang , Huihui Yin , Zhihui Hou , Heng Zhang , Hong Yi , Jianming Liu
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引用次数: 0

摘要

过渡金属催化的二芳基炔环芳香化反应为合成各种多环芳香化合物提供了一种快速、多用途的方法。然而,钯催化二芳基炔(尤其是那些带有相邻官能团的二芳基炔)的 C-H/C-H 芳香羰基化反应的具体机理仍是一个相对未开发的领域。在此,我们介绍了一种钯催化二芳基炔类化合物的 C-H/C-H 芳香羰基化反应,该反应通过一个独有的 6-内向-消化碳环化途径进行,然后掺入 CO 生成羰基化合物。这种方法为生成复杂的芳香结构提供了一条新颖而高效的途径,从而拓展了有机合成的潜在应用领域。
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C–H/C–H Aromative carbonylation of diarylalkynes enabled palladium-catalyzed by 6-endo-dig carbocyclization

Transition metal-catalyzed cycloaromatization reactions of diarylalkynes offer a swift and versatile approach to synthesizing a wide array of polycyclic aromatic compounds. However, the specific mechanism of Pd-catalyzed C–H/C–H aromative carbonylation of diarylalkynes, particularly those bearing adjacent functional groups, remains a relatively unexplored area. Herein, we present a palladium-catalyzed C–H/C–H aromative carbonylation of diarylalkynes, which proceeds through an exclusive 6-endo-dig carbocyclization pathway, followed by the incorporation of CO to yield carbonyl compounds. This methodology provides a novel and efficient route for generating complex aromatic structures, thus expanding the potential applications in organic synthesis.

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来源期刊
Journal of Catalysis
Journal of Catalysis 工程技术-工程:化工
CiteScore
12.30
自引率
5.50%
发文量
447
审稿时长
31 days
期刊介绍: The Journal of Catalysis publishes scholarly articles on both heterogeneous and homogeneous catalysis, covering a wide range of chemical transformations. These include various types of catalysis, such as those mediated by photons, plasmons, and electrons. The focus of the studies is to understand the relationship between catalytic function and the underlying chemical properties of surfaces and metal complexes. The articles in the journal offer innovative concepts and explore the synthesis and kinetics of inorganic solids and homogeneous complexes. Furthermore, they discuss spectroscopic techniques for characterizing catalysts, investigate the interaction of probes and reacting species with catalysts, and employ theoretical methods. The research presented in the journal should have direct relevance to the field of catalytic processes, addressing either fundamental aspects or applications of catalysis.
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