Simple and Scalable Electrochemical Synthesis of 2,1-Benzisoxazoles and Quinoline: N -Oxides

Chemical Communications 2019
E. Rodrigo, H. Baunis, Edgars Sūna, S.R. Waldvogel

Cathodic reduction of the nitro moiety and subsequent intramolecular cyclization affords different substituted 2,1-benzisoxazoles and quinoline N-oxides. This methodology allows the synthesis of two different types of heterocycles from common simple starting materials, using electrons as a sole reagent for this transformation. The electrolysis can be conducted in a very simple undivided electrolysis cell under constant current conditions. This permits working on a larger scale compared to other electrochemical methodologies and represents a significant advantage.

DOI
10.1039/c9cc06054e
Hyperlink
https://pubs.rsc.org/en/content/articlelanding/2019/cc/c9cc06054e#!divAbstract

Rodrigo, E., Baunis, H., Sūna, E., Waldvogel, S. Simple and Scalable Electrochemical Synthesis of 2,1-Benzisoxazoles and Quinoline: N -Oxides. Chemical Communications, 2019, Vol. 55, No. 81, pp.12255-12258. ISSN 1359-7345. Available from: doi:10.1039/c9cc06054e

Publication language
English (en)