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Photo- or Electrochemical Cyclization of Dienes with Diselenides to Access Seleno-Benzo[b]azepines

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JOURNAL OF ORGANIC CHEMISTRY
卷 88, 期 11, 页码 7245-7255

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c00475

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A cascadeselenylation/cyclization of dienes with diselenides has been achieved under visible-light irradiation or electrolysis conditions. Employing O-2 or electricity as a green oxidant, this method offers a green and efficient approach for the synthesis of various biologically important seleno-benz-[b]-azepine derivatives in moderate to good yields. The use of direct sunlight irradiation and gram-scale reactions make this approach practical and attractive.
A cascadeselenylation/cyclization of dienes with diselenides hasbeen realized under visible-light irradiation or electrolysis conditions.Employing O-2 or electricity as a greenoxidant, this protocol provides a green and efficient method for anarray of biologically important seleno-benzo-[b]-azepinederivatives in moderate to good yields. The direct sunlight irradiationand gram-scale reaction render the approach practical and attractive.

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