Recyclable Ag/GO-NH2 catalyzed multicomponent aminophosphinoylation of benzyl alcohols with amines and H-phosphine oxides

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2024-11-08 DOI:10.1016/j.tet.2024.134359
Qiang Huang , Lei Zhu , Zhonghua Shi , Xin Jin , Wenwu Zhong
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Abstract

An Ag nanoparticles immobilized heterogeneous composite (Ag/GO-NH2) was synthesized by anchoring nitrogen-containing small molecule onto graphene. The prepared Ag/GO-NH2 was characterized by FT-IR, XRD, SEM and TEM, identifying its structure and composition. Remarkably, the Ag/GO-NH2 composite emerged as a heterogeneous catalyst, they can promote the multi-component aminophosphinoylation of benzyl alcohols with amines and H-phosphine oxides. This heterogeneous catalytic system demonstrated good functional group tolerance and broad substrate scope, affording various α-aminophosphine oxides in good yields. Additionally, the nanocatalyst can be recovered and reused without significant decrease performance of the reaction. It offers an alternative and promising strategy for the heterogeneous synthesis of α-aminophosphine oxides.

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可回收 Ag/GO-NH2 与胺和 H-膦氧化物催化苄醇的多组分氨基膦酰化反应
通过将含氮小分子锚定在石墨烯上,合成了一种固定银纳米颗粒的异质复合材料(Ag/GO-NH2)。通过傅立叶变换红外光谱(FT-IR)、X射线衍射(XRD)、扫描电镜(SEM)和电子显微镜(TEM)对制备的Ag/GO-NH2进行了表征,确定了其结构和组成。值得注意的是,Ag/GO-NH2 复合材料是一种异相催化剂,它们能促进苄醇与胺和 H-膦氧化物的多组分氨基膦酰化反应。这种异相催化体系具有良好的官能团耐受性和广泛的底物范围,能以良好的产率获得各种α-氨基膦氧化物。此外,这种纳米催化剂可以回收和重复使用,而不会明显降低反应性能。它为α-氨基膦氧化物的异构合成提供了一种可供选择且前景广阔的策略。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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Contents continued Graphical abstract TOC Graphical abstract TOC Editorial Board Synthesis of dendritic self-immolative molecules triggered by reactive electrophilic alkylating agents: Assessment for colorimetric disclosure of such agents
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