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镍催化芳基砜与芳基溴的脱磺酰基还原交叉偶联反应

Nickel-Catalyzed Desulfonylative Reductive Cross-Coupling of Aryl Sulfones with Aryl Bromides.

作者信息

Huang Xinmiao, Tang Ling, Song Zhiyong, Jiang Shuangshuang, Liu Xianmao, Ma Ming, Chen Bo, Ma Yuanhong

机构信息

Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), Key Laboratory of Phytochemistry R&D of Hunan Province, and Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, College of Chemistry and Chemical Engineering, Hunan Normal University, 410081 Changsha, P. R. China.

出版信息

Org Lett. 2023 Feb 24;25(7):1198-1203. doi: 10.1021/acs.orglett.3c00185. Epub 2023 Feb 9.

Abstract

Herein, a nickel catalysis system for desulfonylative C(sp)-C(sp) reductive cross-coupling reactions of aryl sulfone derivatives with a range of aryl bromides has been established to form diverse biaryl compounds. The complex Ar-Ni(II)-SOCF bearing a phosphine ligand through oxidative addition of aryl sulfone to Ni(0) species was isolated and confirmed by an X-ray, which provides solid evidence for the understanding of the C(Ar)-SO bond activation and reaction mechanism.

摘要

在此,已建立了一种镍催化体系,用于芳基砜衍生物与一系列芳基溴化物的脱砜基C(sp)-C(sp)还原交叉偶联反应,以形成多种联芳基化合物。通过芳基砜向Ni(0)物种的氧化加成分离得到了带有膦配体的配合物Ar-Ni(II)-SOCF,并通过X射线进行了确认,这为理解C(Ar)-SO键活化和反应机理提供了确凿证据。

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