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使用耐水铜（I）催化剂对仲醇进行温和的有氧氧化

Mild Aerobic Oxidation of Secondary Alcohols with Water Tolerant Cu(I) Catalyst.

作者信息

Heshmatnia Faranak, Zupanc Anže, Eronen Aleksi, Lagerspets Emi, Install Joseph, Repo Timo

机构信息

Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, Helsinki, 00014, Finland.

Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna pot 113, Ljubljana, 1000, Slovenia.

出版信息

ChemSusChem. 2025 Apr 14;18(8):e202402236. doi: 10.1002/cssc.202402236. Epub 2024 Dec 13.

DOI:10.1002/cssc.202402236
PMID:39601587
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11997942/
Abstract

Green, aerobic oxidation of secondary alcohols to ketones poses a significant synthetic challenge. To address this, we have developed a highly active (DPA)CuI/ABNO catalyst system capable of aerobically oxidizing a wide range of secondary alcohols, including benzylic and aliphatic derivatives, yielding the corresponding ketones with high yields. The unique feature of this Cu(I) catalyst is its high stability, even in the presence of water. We also prepared CuI from waste copper sources to enhance the system's sustainability.

摘要

仲醇的绿色需氧氧化生成酮是一项重大的合成挑战。为解决这一问题，我们开发了一种高活性的（DPA）CuI/ABNO催化剂体系，该体系能够对多种仲醇进行需氧氧化，包括苄基和脂肪族衍生物，以高收率生成相应的酮。这种Cu（I）催化剂的独特之处在于其即使在有水存在的情况下仍具有高稳定性。我们还利用废铜源制备了CuI，以提高该体系的可持续性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/0bf75e36acc3/CSSC-18-e202402236-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/5a87259c7542/CSSC-18-e202402236-g025.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/af758fa5251a/CSSC-18-e202402236-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/0eb3673fc191/CSSC-18-e202402236-g024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/04db63bcad77/CSSC-18-e202402236-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/ac7accaf608d/CSSC-18-e202402236-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/ccd13c732c81/CSSC-18-e202402236-g026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/0bf75e36acc3/CSSC-18-e202402236-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/5a87259c7542/CSSC-18-e202402236-g025.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/af758fa5251a/CSSC-18-e202402236-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/0eb3673fc191/CSSC-18-e202402236-g024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/04db63bcad77/CSSC-18-e202402236-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/ac7accaf608d/CSSC-18-e202402236-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/ccd13c732c81/CSSC-18-e202402236-g026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8f24/11997942/0bf75e36acc3/CSSC-18-e202402236-g015.jpg

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Recent Advances in Copper Catalyzed Alcohol Oxidation in Homogeneous Medium.铜催化醇氧化在均相介质中的最新进展。
Molecules. 2020 Feb 9;25(3):748. doi: 10.3390/molecules25030748.
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Iron(II)-Catalyzed Biomimetic Aerobic Oxidation of Alcohols.铁(II)催化的醇的仿生有氧氧化。
Angew Chem Int Ed Engl. 2020 Mar 23;59(13):5403-5406. doi: 10.1002/anie.202000054. Epub 2020 Feb 19.
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Vanadium Catalyst on Isostructural Transition Metal, Lanthanide, and Actinide Based Metal-Organic Frameworks for Alcohol Oxidation.基于同构过渡金属、镧系和锕系金属有机框架的钒催化剂用于醇氧化反应
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Recent advances in enzymatic oxidation of alcohols.近年来醇的酶促氧化研究进展。
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Mechanism of the Copper/TEMPO-Catalyzed Aerobic Oxidation of Alcohols.铜/2,2,6,6-四甲基哌啶氮氧化物催化醇的有氧氧化机理
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Iron Catalysis for Room-Temperature Aerobic Oxidation of Alcohols to Carboxylic Acids.铁催化室温下醇氧化为羧酸。
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Copper/TEMPO-Catalyzed Aerobic Alcohol Oxidation: Mechanistic Assessment of Different Catalyst Systems.铜/2,2,6,6-四甲基哌啶氮氧化物催化的需氧醇氧化反应：不同催化剂体系的机理评估
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