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通过可见光光氧化还原催化从芳香羧酸中产生酰基自由基

Acyl Radicals from Aromatic Carboxylic Acids by Means of Visible-Light Photoredox Catalysis.

作者信息

Bergonzini Giulia, Cassani Carlo, Wallentin Carl-Johan

机构信息

Department of Chemistry and Molecular Biology, Gothenburg University, 41258 Gothenburg (Sweden).

出版信息

Angew Chem Int Ed Engl. 2015 Nov 16;54(47):14066-9. doi: 10.1002/anie.201506432. Epub 2015 Sep 25.

DOI:10.1002/anie.201506432
PMID:26403148
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4648026/
Abstract

Simple and abundant carboxylic acids have been used as acyl radical precursor by means of visible-light photoredox catalysis. By the transient generation of a reactive anhydride intermediate, this redox-neutral approach offers a mild and rapid entry to high-value heterocyclic compounds without the need of UV irradiation, high temperature, high CO pressure, tin reagents, or peroxides.

摘要

简单且丰富的羧酸已通过可见光光氧化还原催化用作酰基自由基前体。通过瞬态生成反应性酸酐中间体，这种氧化还原中性方法提供了一种温和且快速的途径来合成高价值杂环化合物，而无需紫外线照射、高温、高一氧化碳压力、锡试剂或过氧化物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e633/4648026/1b35a0c0a989/anie0054-14066-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e633/4648026/4e02b1ceb91b/anie0054-14066-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e633/4648026/f513709ccc1e/anie0054-14066-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e633/4648026/aad437d81cec/anie0054-14066-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e633/4648026/1b35a0c0a989/anie0054-14066-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e633/4648026/4e02b1ceb91b/anie0054-14066-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e633/4648026/f513709ccc1e/anie0054-14066-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e633/4648026/aad437d81cec/anie0054-14066-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e633/4648026/1b35a0c0a989/anie0054-14066-f1.jpg

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2
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Angew Chem Int Ed Engl. 2015 Sep 14;54(38):11196-9. doi: 10.1002/anie.201504559. Epub 2015 Jul 6.
3
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4
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5
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6
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Chem Commun (Camb). 2015 Jul 28;51(59):11864-7. doi: 10.1039/c5cc04527d.
4
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5
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6
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7
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8
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