Synthesis of cyano-substituted γ-lactams through a copper-catalyzed cascade cyclization/cyanation reaction,Organic & Biomolecular Chemistry

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Synthesis of cyano-substituted γ-lactams through a copper-catalyzed cascade cyclization/cyanation reaction
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2023-01-02 , DOI: 10.1039/d2ob02086f
Wen Liu ₁ , Liang Wang ₁ , Haiping Mu ₂ , Qian Zhang ₁ , Zeguo Fang ₁ , Dong Li ₁

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A convenient copper-catalyzed cascade cyclization/cyanation reaction for the construction of cyano-containing γ-lactams was developed. The protocol employed TMSCN as the cyano source and proceeded in water under simple conditions. Mechanistic studies indicated this reaction involved an amidyl radical initiated cascade 5-exo-trig cyclization/cyanation process. It is capable of generating a series of cyano-substituted γ-lactams and relative 2-oxazolidinone derivatives with a broad substrate scope.

中文翻译：

通过铜催化的级联环化/氰化反应合成氰基取代的 γ-内酰胺

开发了一种方便的铜催化级联环化/氰化反应，用于构建含氰基 γ-内酰胺。该方案使用 TMSCN 作为氰基源，并在简单条件下在水中进行。机理研究表明该反应涉及一个酰胺基引发的级联 5 -exo-trig环化/氰化过程。它能够生成一系列具有广泛底物范围的氰基取代的γ-内酰胺和相关的2-恶唑烷酮衍生物。

更新日期：2023-01-02

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