4.4 Article

Iridium-catalyzed oxidative coupling and cyclization of NH isoquinolones with olefins leading to isoindolo[2,1-b]isoquinolin-5(7H)-one derivatives

Journal

TETRAHEDRON LETTERS
Volume 97, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2022.153779

Keywords

C-H activation; Iridium; Isoquinolones; Olefins; Isoindolo[2; 1-b]isoquinolin-5(7H)-ones

Funding

  1. National Natural Science Foundation of China [22101152]
  2. Youth Talent Program Startup Foundation of Qufu Normal University [614201]

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The iridium-catalyzed oxidative coupling and cyclization of NH isoquinolones with olefins have been successfully achieved, resulting in the synthesis of various isoindolo[2,1-b]isoquinolin-5(7H)-one derivatives in moderate to good yields. Furthermore, several derivatization reactions, including functional group conversion and C-H/olefin coupling, were also performed. This study is of great importance for the further development of Cp*Ir(III) catalyzed coupling and cyclization reactions of NH substrates with olefins.
The iridium-catalyzed oxidative coupling and cyclization of NH isoquinolones with olefins has been realized. Most isoindolo[2,1-b]isoquinolin-5(7H)-one derivatives were obtained in moderate to good yields. Several derivatization reactions including functional group conversion and further C-H/olefin coupling were also performed. This transformation realized the less developed Cp*Ir(III) catalyzed coupling and cyclization reaction of NH substrates with olefins. (c) 2022 Elsevier Ltd. All rights reserved.

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