6533b7d8fe1ef96bd126b87c

RESEARCH PRODUCT

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

Haralds BaunisSiegfried R. WaldvogelEdgars SunaEduardo Rodrigo

subject

Electrolysis010405 organic chemistryElectrolytic cellQuinolineMetals and AlloysGeneral Chemistry010402 general chemistryElectrochemistry01 natural sciencesCombinatorial chemistryCatalysis0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic Materialslaw.inventionchemistry.chemical_compoundchemistrylawReagentMaterials ChemistryCeramics and CompositesNitroConstant currentMoiety

description

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.

10.1039/c9cc06054ehttps://pubmed.ncbi.nlm.nih.gov/31555778