Electrochemical approach enables access to N-hydroxy- and N-oxy-quinazolin-4-ones

Prof. Edgars Suna group (LIOS) in collaboration with researchers from Johannes Gutenberg University Mainz (Germany) and Tokyo Institute of Technology (Japan) have developed simple and scalable electrosynthesis of 1H-1-hydroxy-quinazolin-4-ones. The method is published in the journal “Chemical Science (IF = 9.97).

The authors have demonstrated a cathodic synthesis methode that provide a sustainable access route to 1-hydroxy- and 1-oxy-quinazolin-4-ones from easily accessible nitro starting materials.  This approach is notable for its mild reaction conditions, the utilization of inexpensive and reusable carbon-based electrode materials, undivided electrochemical setup, and constant current conditions. Moreover, the researchers have showcased the broad applicability of this protocol by obtaining 27 differently substituted derivatives in high yields of up to 92%. The practical significance of this method is further highlighted by its successful 100-fold scale-up for gram-scale electrolysis.

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Koleda, O., Prenzel, T., Winter, J., Hirohata, T., Gálvez-Vázquez, M., Schollmeyer, D., Inagi, S., Suna, E., Waldvogel, S.R.*
Simple and scalable electrosynthesis of 1H-1-hydroxy-quinazolin-4-ones.
Chem. Sci. 2023, 14, 2669-2675. DOI: 10.1039/D3SC00266G