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由苝啶-2-硫酮负载的汞(II)配合物促进的酮肟贝克曼重排以合成酰胺和内酰胺:机理认识

Beckmann rearrangement of ketoximes for accessing amides and lactams promoted by a perimidine-2-thione supported Hg(ii) complex: a mechanistic perception.

作者信息

Velmurugan Priyanka, Kanniyappan Poovarasan, Ghatak Tapas

机构信息

Advanced Catalysis Facility, Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology Vellore-632014 Tamil Nadu India

出版信息

RSC Adv. 2025 Jul 11;15(30):24317-24330. doi: 10.1039/d5ra02843d. eCollection 2025 Jul 10.

Abstract

In this study, we present a new distorted tetrahedral mononuclear mercury(ii) complex mediated by a 1-isopropyl-1-perimidine-2(3)-thione ligand, with a molecular formula CHClHgNS. Several characterization techniques, such as single-crystal X-ray diffraction, NMR, and FT-IR, were employed to analyze the complex. The synthesized complex acted as a metallic Lewis acid catalyst for the conversion of a wide array of ketoximes into amides and lactams, resulting in an expansion of the Beckmann rearrangement. Different types of substrates were successfully converted into corresponding amides under mild reaction conditions.

摘要

在本研究中,我们展示了一种由1-异丙基-1-嘧啶-2(3)-硫酮配体介导的新型扭曲四面体单核汞(II)配合物,其分子式为CHClHgNS。采用了几种表征技术,如单晶X射线衍射、核磁共振和傅里叶变换红外光谱,来分析该配合物。合成的配合物作为金属路易斯酸催化剂,可将多种酮肟转化为酰胺和内酰胺,从而扩展了贝克曼重排反应。在温和的反应条件下,不同类型的底物成功地转化为相应的酰胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0598/12247047/b1ab48225b25/d5ra02843d-s1.jpg

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