4.7 Article

Dearomative spirocyclization via visible-light-induced reductive hydroarylation of non-activated arenes

Journal

CHINESE CHEMICAL LETTERS
Volume 33, Issue 1, Pages 225-228

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2021.06.001

Keywords

Visible-light-induced; Non-activated arene; Spirocyclization; Dearomatization; Reductive hydroarylation

Funding

  1. National Natural Science Foundation of China [22022111, 21871257, 21801240]
  2. Natural Science Foundation of Fujian Province [2020J02008]
  3. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20 0 00000]

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A visible-light-induced spirocyclizative hydroarylation via reductive dearomatization of non-activated arenes, including 2-phenyl indoles and naphthalene derivatives, is described. This protocol allows for the rapid synthesis of valuable spirocycles with carbon-carbon double bonds from readily accessible aromatic precursors in a single step.
A visible-light-induced spirocyclizative hydroarylation via reductive dearomatization of a series of non-activated arenes including 2-phenyl indoles and naphthalene derivatives under mild conditions is described. An intriguing chemoselective dearomative hydroarylation of 2-phenyl indoles is presented. This dearomative hydroarylation protocol rapidly delivers valuable spirocycles with carbon-carbon double bonds from readily accessible aromatic precursors in a single step. (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

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