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使用不纯的一氧化碳气流作为碳源直接合成功能化γ-内酰胺。

Straightforward synthesis of functionalized γ-Lactams using impure CO stream as the carbon source.

作者信息

Qin Yuman, Cauwenbergh Robin, Pradhan Suman, Maiti Rakesh, Franck Philippe, Das Shoubhik

机构信息

Department of Chemistry, University of Bayreuth, 95447, Bayreuth, Germany.

Department of Chemistry, Universiteit Antwerpen, 2020, Antwerpen, Belgium.

出版信息

Nat Commun. 2023 Nov 22;14(1):7604. doi: 10.1038/s41467-023-43289-w.

Abstract

Direct utilization of CO into organic synthesis finds enormous applications to synthesize pharmaceuticals and fine chemicals. However, pure CO gas is essential to achieve these transformations, and the purification of CO is highly cost and energy intensive. Considering this, we describe a straightforward synthetic route for the synthesis of γ-lactams, a pivotal core structure of bioactive molecules, by using commercially available starting materials (alkenes and amines) and impure CO stream (exhaust gas is collected from the car) as the carbon source. This blueprint features a broad scope, excellent functional group compatibility and application to the late-stage transformation of existing pharmaceuticals and natural products to synthesize functionalized γ-lactams. We believe that our strategy will provide direct access to γ-lactams in a very sustainable way and will also enhance the Carbon Capture and Utilization (CCU) strategy.

摘要

将一氧化碳直接用于有机合成在合成药物和精细化学品方面有大量应用。然而,实现这些转化需要纯一氧化碳气体,而一氧化碳的纯化成本高昂且能耗巨大。考虑到这一点,我们描述了一种直接的合成路线,以市售起始原料(烯烃和胺)和不纯的一氧化碳流(从汽车收集的废气)作为碳源,合成生物活性分子的关键核心结构γ-内酰胺。该方案具有适用范围广、官能团兼容性好的特点,并可应用于现有药物和天然产物的后期转化,以合成功能化的γ-内酰胺。我们相信,我们的策略将以一种非常可持续的方式直接获得γ-内酰胺,同时也将加强碳捕获与利用(CCU)策略。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a89/10663487/16c66183d87f/41467_2023_43289_Fig1_HTML.jpg

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