Anodic Desulfurization of Heterocyclic Thiones - A Synthesis to Imidazoles and Analogues
Davide Cesca1, Philip Arnold1, Dainis Kaldre2
1Department of Chemistry, Johannes Gutenberg University, Duesbergweg 10-14, 55128 Mainz, Germany.
Abstract:
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.
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