4.7 Article

Rh(III)-catalyzed C8 arylation of quinoline N-oxides with arylboronic acids

Journal

CHINESE CHEMICAL LETTERS
Volume 31, Issue 6, Pages 1572-1575

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2019.11.028

Keywords

Rh-III-catalyzed; C8 arylation; Quinoline N-oxides; Arylboronic acids; Regioselectivity

Funding

  1. National Natural Science Foundation of China [21977056, 21732002, 21672117, 21602117, 21772104, 31760527]
  2. Tianjin Natural Science Foundation [16JCZDJC32400]

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Herein, we report the first Rh-III-catalyzed regioselective C8 arylation of quinoline N-oxides with commercially available arylboronic acids as coupling partners. This procedure is simple, and the reaction shows perfect regioselectivity, a broad substrate scope, and isolated yields of up to 92%. We demonstrate the utility of the reaction by using it for late-stage functionalization of a fungicide. (c) 2019 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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