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Magnetite: a Green, Sustainable and Recyclable Catalyst for Direct Synthesis of Thioesters by C‐H Activation
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2024-12-17 , DOI: 10.1002/ejoc.202400827 Yanina Moglie, Joaquín Marchán-García, Mariana Alvarez, Gabriel Radivoy
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2024-12-17 , DOI: 10.1002/ejoc.202400827 Yanina Moglie, Joaquín Marchán-García, Mariana Alvarez, Gabriel Radivoy
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.
中文翻译:
磁铁矿:一种绿色、可持续且可回收的催化剂,用于通过 C-H 活化直接合成硫酯
使用 Fe3O4 作为低成本、易于制备、可重复使用且环保的催化剂,已经开发了一种绿色和可持续的直接合成硫酯的方法。各种巯基和醛在水中交叉脱氢偶联 (CDC),甚至在没有溶剂的情况下,使用叔丁基氢过氧化物作为氧化剂,在无配体和无碱的温和条件下,提供了相应的硫代酯,产率从好到极好。这种简单的方案具有广泛的底物范围、与不同官能团的良好兼容性以及高原子效率。磁铁矿催化剂的可扩展性、易于(磁性)回收和重复使用是该方法的额外环保属性。此外,硫酯的广泛合成应用进一步突出了本方案的潜在用途。
更新日期:2024-12-17
中文翻译:
磁铁矿:一种绿色、可持续且可回收的催化剂,用于通过 C-H 活化直接合成硫酯
使用 Fe3O4 作为低成本、易于制备、可重复使用且环保的催化剂,已经开发了一种绿色和可持续的直接合成硫酯的方法。各种巯基和醛在水中交叉脱氢偶联 (CDC),甚至在没有溶剂的情况下,使用叔丁基氢过氧化物作为氧化剂,在无配体和无碱的温和条件下,提供了相应的硫代酯,产率从好到极好。这种简单的方案具有广泛的底物范围、与不同官能团的良好兼容性以及高原子效率。磁铁矿催化剂的可扩展性、易于(磁性)回收和重复使用是该方法的额外环保属性。此外,硫酯的广泛合成应用进一步突出了本方案的潜在用途。