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Hydroxylation of Substituted Anilides with Metallaphotocatalysis.
Khatri, Buddha B; Chen, Lu; Xu, Dawei; Salter, Rhys; Lin, Ronghui.
Afiliación
  • Khatri BB; Global Discovery Chemistry, Janssen Research & Development LLC, Johnson & Johnson, Welsh and McKean Roads, Spring House, Pennsylvania 19477, United States.
  • Chen L; Global Discovery Chemistry, Janssen Research & Development LLC, Johnson & Johnson, Welsh and McKean Roads, Spring House, Pennsylvania 19477, United States.
  • Xu D; Global Discovery Chemistry, Janssen Research & Development LLC, Johnson & Johnson, Welsh and McKean Roads, Spring House, Pennsylvania 19477, United States.
  • Salter R; Global Discovery Chemistry, Janssen Research & Development LLC, Johnson & Johnson, Welsh and McKean Roads, Spring House, Pennsylvania 19477, United States.
  • Lin R; Global Discovery Chemistry, Janssen Research & Development LLC, Johnson & Johnson, Welsh and McKean Roads, Spring House, Pennsylvania 19477, United States.
ACS Omega ; 9(18): 19982-19991, 2024 May 07.
Article en En | MEDLINE | ID: mdl-38737023
ABSTRACT
We report the combination of organo-photocatalysis with transition metal (TM) catalysis for directed ortho-hydroxylation of substituted anilides for the synthesis of α-aminophenol derivatives under mild conditions. The developed metallaphotocatalysis utilizes N-pivaloyl as a directing group and phenyl iodine(III) bis(trifluoroacetate) (PIFA) in the combination of the 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) photocatalyst and [RuCl2(p-cymene)]2 TM catalyst under visible-light irradiation at room temperature. The hydroxylation reaction works well for a wide range of substrates containing electron-withdrawing substituents and could be applied to late-stage functionalization and ortho-hydroxyl metabolite generation for drug compounds-containing anilides with electron-withdrawing substituents in a single mild reaction.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Omega Año: 2024 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos
Texto completo
Añadir a Mi BVS
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Omega Año: 2024 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos