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Photocatalytic Phosphine-Mediated Thioesterification of Carboxylic Acids with Disulfides.
Su, Junqi; Chen, Aobo; Zhang, Guofeng; Jiang, Ziyu; Zhao, Jiannan.
Afiliação
  • Su J; School of Chemistry, Dalian University of Technology, Dalian, Liaoning 116024, People's Republic of China.
  • Chen A; School of Chemistry, Dalian University of Technology, Dalian, Liaoning 116024, People's Republic of China.
  • Zhang G; School of Chemistry, Dalian University of Technology, Dalian, Liaoning 116024, People's Republic of China.
  • Jiang Z; School of Chemistry, Dalian University of Technology, Dalian, Liaoning 116024, People's Republic of China.
  • Zhao J; School of Chemistry, Dalian University of Technology, Dalian, Liaoning 116024, People's Republic of China.
Org Lett ; 25(44): 8033-8037, 2023 Nov 10.
Article em En | MEDLINE | ID: mdl-37889086
Herein, a practical and effective synthesis of thioesters from readily available carboxylic acids and odorless disulfides was developed under photocatalytic conditions. This approach involves phosphoranyl radical-mediated fragmentation to generate acyl radicals and allows for incorporation of both S atoms of the disulfides into the desired products. In addition to batch reactions, a continuous-flow reactor was employed, enabling rapid thioester synthesis on a gram scale. Preliminary experimental mechanistic studies and the rapid synthesis of dalcetrapib are also demonstrated.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2023 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2023 Tipo de documento: Article