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超越科尔贝和霍费尔-莫斯特:从羧酸电化学合成羧酸酐。

Beyond Kolbe and Hofer-Moest: Electrochemical Synthesis of Carboxylic Anhydrides from Carboxylic Acids.

机构信息

Department of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.

出版信息

ChemistryOpen. 2022 May;11(5):e202200059. doi: 10.1002/open.202200059.

DOI:10.1002/open.202200059
PMID:35561027
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9100815/
Abstract

Herein we report a conceptually new non-decarboxylative electrolysis of carboxylic acids to obtain their corresponding anhydrides as highly valuable reagents in organic synthesis. All carbon atoms of the starting material are preserved in the product in an overall redox-neutral reaction. In a broad substrate scope of carboxylic acids the anhydrides are generated with high selectivity, which demonstrates the versatility of the developed method. Beneficially, no dehydrating reagents are required in comparison to conventional methods and the synthesis is based on uncritical starting materials using graphite and stainless steel as very inexpensive and eco-friendly electrode materials.

摘要

在此,我们报告了一种羧酸的新概念性非脱羧电解方法,可获得在有机合成中作为高价值试剂的相应酸酐。起始原料的所有碳原子在整个氧化还原中性反应中都保留在产物中。在羧酸的广泛底物范围内,酸酐以高选择性生成,这证明了所开发方法的多功能性。有益的是,与传统方法相比,不需要脱水试剂,并且该合成基于使用石墨和不锈钢作为非常廉价和环保的电极材料的临界起始材料。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1fdf/9100815/ce2dd85fc42e/OPEN-11-e202200059-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1fdf/9100815/2108b2f192eb/OPEN-11-e202200059-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1fdf/9100815/20ede600fe02/OPEN-11-e202200059-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1fdf/9100815/ce2dd85fc42e/OPEN-11-e202200059-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1fdf/9100815/2108b2f192eb/OPEN-11-e202200059-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1fdf/9100815/20ede600fe02/OPEN-11-e202200059-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1fdf/9100815/ce2dd85fc42e/OPEN-11-e202200059-g004.jpg

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