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

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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… Click to show full 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.

Keywords: benzisoxazoles quinoline; quinoline oxides; simple scalable; synthesis benzisoxazoles; scalable electrochemical; electrochemical synthesis

Journal Title: Chemical communications
Year Published: 2019

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