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BODIPY Photocatalyzed Beckmann Rearrangement and Hydrolysis of Oximes under Visible Light.
Peng, Xiaoyan; Liu, Yutong; Shen, Qing; Chen, Dan; Chen, Xueqin; Fu, Yuning; Wang, Jingxia; Zhang, Xiaobin; Jiang, Hezhong; Li, Jiahong.
Afiliação
  • Peng X; School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610041, China.
  • Liu Y; School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610041, China.
  • Shen Q; Department of Pharmacy, Sichuan Academy of Medical Science Sichuan Provincial People's Hospital/Personalized Drug Therapy Key Laboratory of Sichuan Province, School of Medicine, University of Electronic Science and Technology of China, Chengdu 610072, China.
  • Chen D; School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610041, China.
  • Chen X; School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610041, China.
  • Fu Y; School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610041, China.
  • Wang J; Irradiation Preservation Technology Key Laboratory of Sichuan Province, Sichuan Institute of Atomic Energy, Chengdu 610101, China.
  • Zhang X; Irradiation Preservation Technology Key Laboratory of Sichuan Province, Sichuan Institute of Atomic Energy, Chengdu 610101, China.
  • Jiang H; School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610041, China.
  • Li J; School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610041, China.
J Org Chem ; 87(18): 11958-11967, 2022 Sep 16.
Article em En | MEDLINE | ID: mdl-36044674
ABSTRACT
A novel, efficient, and mild protocol for rearrangement of oximes to amides or hydrolyzing to ketone/aldehyde using a simple BODIPY dye as a photocatalyst and air as an oxidant via propagation reaction under visible-light irradiation is reported. The triplet excited state of BODIPY played a significant role in the catalytic process. It was found that the various substituted ketoximes, both with electron-withdrawing and electron-donating substituents, afforded the corresponding products with moderate to excellent yields, and the catalytic efficiency was up to 0.01 mol %.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2022 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2022 Tipo de documento: Article