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Oxidative Deprotection of p-Methoxybenzyl Ethers via Metal-Free Photoredox Catalysis.
Ahn, Deok Kyun; Kang, Young Woo; Woo, Sang Kook.
Afiliación
  • Ahn DK; Department of Chemistry , University of Ulsan , 93 Daehak-Ro , Nam-Gu, Ulsan 44610 , Korea.
  • Kang YW; Department of Chemistry , University of Ulsan , 93 Daehak-Ro , Nam-Gu, Ulsan 44610 , Korea.
  • Woo SK; Department of Chemistry , University of Ulsan , 93 Daehak-Ro , Nam-Gu, Ulsan 44610 , Korea.
J Org Chem ; 84(6): 3612-3623, 2019 03 15.
Article en En | MEDLINE | ID: mdl-30781954
An efficient and greener deprotection method for p-methoxybenzyl (PMB) ethers using a metal-free visible light photoredox catalyst and air and ammonium persulfate as the terminal oxidants is presented. Various functional groups and protecting groups were tolerated in the developed method to achieve good to excellent yields in short reaction times. Significantly, the developed method was compatible with PMB ethers derived from primary, secondary, and tertiary alcohols and a gram-scale reaction. Mechanistic studies support a proposed reaction mechanism that involves single electron oxidation of the PMB ether.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2019 Tipo del documento: Article Pais de publicación: Estados Unidos
Texto completo
Añadir a Mi BVS
Imprimir
XML
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2019 Tipo del documento: Article Pais de publicación: Estados Unidos