杂环硫酮的阳极脱硫——咪唑及其类似物的一种合成方法
Anodic Desulfurization of Heterocyclic Thiones - A Synthesis to Imidazoles and Analogues.
作者信息
Cesca Davide, Arnold Philip, Kaldre Dainis, Falivene Fabio, Sladojevich Filippo, Puentener Kurt, Waldvogel Siegfried R
机构信息
Department of Chemistry, Johannes Gutenberg University, Duesbergweg 10-14, 55128 Mainz, Germany.
Department of Process Chemistry & Catalysis, F. Hoffmann-La Roche Ltd, 4070 Basel, Switzerland.
出版信息
Org Lett. 2024 Nov 8;26(44):9476-9480. doi: 10.1021/acs.orglett.4c03413. Epub 2024 Oct 28.
An electrochemical desulfurization of 2-mercapto-imidazoles to the corresponding imidazole is established. This novel anodic transformation is bromide-mediated and easy to conduct in the simplest electrochemical setup, consisting of an undivided cell, carbon electrodes, and constant current electrolysis. The method proved successful in 14 diverse examples of imidazoles and triazoles with up to a 97% yield. The scalability was proven in the multigram synthesis of a technically relevant N-heterocyclic carbene (NHC) ligand precursor.
建立了一种将2-巯基咪唑电化学脱硫转化为相应咪唑的方法。这种新型的阳极转化是由溴化物介导的，并且易于在最简单的电化学装置中进行，该装置由一个无隔膜电解槽、碳电极和恒流电解组成。该方法在14个不同的咪唑和三唑实例中均取得成功，产率高达97%。在多克规模合成一种具有技术相关性的N-杂环卡宾（NHC）配体前体时，证明了该方法的可扩展性。
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