4.7 Article

Visible light-induced hydroxyalkylation of 2H-benzothiazoles with alcohols via selectfluor oxidation

Journal

CHINESE CHEMICAL LETTERS
Volume 31, Issue 12, Pages 3245-3249

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2020.05.022

Keywords

Visible light-induced; Hydroxyalkylation; 2H-Benzothiazole; Alcohol; Selectfluor

Funding

  1. National Natural Science Foundation of China [30900959]
  2. Natural Science Foundation of Zhejiang Province [LY17C140003]

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A visible-light induced metal-free approach was described for the hydroxyalkylation of 2H-benzothiazoles with alcohols by using selectfluor as the oxidant. A variety of 2H-benzothiazoles and alcohols could be tolerated, providing a mild and simple method for the synthesis of C2-hydroxyalkylated 2H-benzothiazoles in moderate to good yields. Besides, ethers were also compatible in this reaction, leading to corresponding C2 ether-substituted 2H-benzothiazoles with high regioselectivity. (C) 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

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