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Issue 81, 2019
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Simple and scalable electrochemical synthesis of 2,1-benzisoxazoles and quinoline N-oxides

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Abstract

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.

Graphical abstract: Simple and scalable electrochemical synthesis of 2,1-benzisoxazoles and quinoline N-oxides

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Article information


Submitted
04 Aug 2019
Accepted
10 Sep 2019
First published
11 Sep 2019

Chem. Commun., 2019,55, 12255-12258
Article type
Communication

Simple and scalable electrochemical synthesis of 2,1-benzisoxazoles and quinoline N-oxides

E. Rodrigo, H. Baunis, E. Suna and S. R. Waldvogel, Chem. Commun., 2019, 55, 12255
DOI: 10.1039/C9CC06054E

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