A Novel Synthesis of Substituted Benzo[1,2,4]Oxadiazine Derivatives Via Copper‐Catalyzed Intermolecular O‐Arylation of 2‐Iodoaniline and N‐Hydroxyimidoyl Chloride

In this work, a rapid and direct route for the synthesis of benzo[1,2,4]oxadiazine derivatives through a copper iodide‐catalyzed intermolecular O‐arylation of 2‐iodoaniline and N‐hydroxyimidoyl chloride has been investigated. The reaction is fast and simple at room temperature and takes place in a r...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2024-10, Vol.9 (40), p.n/a
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description In this work, a rapid and direct route for the synthesis of benzo[1,2,4]oxadiazine derivatives through a copper iodide‐catalyzed intermolecular O‐arylation of 2‐iodoaniline and N‐hydroxyimidoyl chloride has been investigated. The reaction is fast and simple at room temperature and takes place in a reasonable amount of time. No complex ligands or special equipment are required. The use of cheap and available raw materials and catalysts, without column chromatography, performing the reaction in 4 hours, and good efficiency (72–86 %) are notable features of this protocol. The synthesized product is often found in drugs and other bioactive molecules. In this work, an attempt has been made for the copper‐catalyzed one‐pot synthesis of new benzo[1,2,4]oxadiazine derivatives represents a significant advancement in synthetic methodology. By utilizing the copper iodide‐catalyzed intermolecular O‐arylation of 2‐iodoaniline and N‐hydroxyimidoyl chloride in THF have developed a novel approach to to access these important compounds efficiently. The reaction is fast and simple at room temperature and takes place in a reasonable amount of time. No complex ligands or special equipment are required. The use of cheap and available raw materials and catalysts, without column chromatography, and good efficiency (72–86 %) are notable features of this protocol
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The use of cheap and available raw materials and catalysts, without column chromatography, and good efficiency (72–86 %) are notable features of this protocol</abstract><doi>10.1002/slct.202403733</doi><tpages>7</tpages></addata></record>
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subjects 2-Iodoaniline
Benzo[1,2,4]oxadiazine
Copper-catalyzed
N-Hydroxyimidoyl chloride
O-Arylation
Ullmann coupling
title A Novel Synthesis of Substituted Benzo[1,2,4]Oxadiazine Derivatives Via Copper‐Catalyzed Intermolecular O‐Arylation of 2‐Iodoaniline and N‐Hydroxyimidoyl Chloride
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