Magnetite: a Green, Sustainable and Recyclable Catalyst for Direct Synthesis of Thioesters by C‐H Activation

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-12-17 DOI:10.1002/ejoc.202400827
Yanina Moglie, Joaquín Marchán-García, Mariana Alvarez, Gabriel Radivoy
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Abstract

A green and sustainable approach to the direct synthesis of thioesters has been developed using Fe3O4 as a low‐cost, easily prepared, reusable and environmentally safe catalyst. The cross dehydrogenative coupling (CDC) of various thiols and aldehydes in water, or even in the absence of solvent, using tert‐butylhydroperoxide as oxidant, under ligand and base‐free mild conditions, afforded the corresponding thioesters in good to excellent yields. This simple protocol features broad substrate scope, good compatibility with different functional groups, as well as high atom‐efficiency. The scalability, ease of (magnetic) recovery and reuse of the magnetite catalyst are additional eco‐friendly attributes of this methodology. Moreover, the broad synthetic applications of thioesters further highlight the potential utility of the present protocol.
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利用 Fe3O4 作为一种低成本、易制备、可重复使用且对环境安全的催化剂,开发出了一种直接合成硫代酯的绿色可持续方法。在配体和无碱的温和条件下,使用叔丁基过氧化氢作为氧化剂,在水中甚至在无溶剂的情况下,将各种硫醇和醛进行交叉脱氢偶联(CDC),可以得到相应的硫代酯,产率从良好到极佳。这种简单的方法具有底物范围广、与不同官能团相容性好以及原子效率高等特点。磁铁矿催化剂的可扩展性、易于(磁性)回收和重复使用也是该方法的环保特性。此外,硫代酯的广泛合成应用进一步凸显了本方案的潜在用途。
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来源期刊
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
期刊最新文献
Front Cover: Filling the Gap within 10-Membered Heteroenediynes: Thiaenediyne – An Experimental and Theoretical Study (Eur. J. Org. Chem. 47/2024) PHOTOCAT24: The Best of the First Edition Magnetite: a Green, Sustainable and Recyclable Catalyst for Direct Synthesis of Thioesters by C‐H Activation Divergent Synthesis of 4‐Aminotriazoles Through Click Cycloaddition and Generation of Iodonium(III) Triazoles Cerium-Catalyzed Ritter-type C-H Amination of Alkylarenes
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