Direct Exchange of a Ketone Methyl or Aryl Group to Another Aryl Group through CC Bond Activation Assisted by Rhodium Chelation

Swapped: Commercially available quinolinone derivatives (1 or 2, see scheme) were reacted with arylboronic acids in the presence of a RhI complex to give aryl(quinolin‐8‐yl)methanone products 3 in medium to good yields. A mechanism that involves the in situ oxidation of RhI to RhIII by O2 in the pre...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-12, Vol.51 (49), p.12334-12338
Main Authors: Wang, Jingjing, Chen, Weiqiang, Zuo, Sujing, Liu, Lu, Zhang, Xinrui, Wang, Jianhui
Format: Article
Language:English
Subjects:
chelation
cross-coupling
CC activation
quinolinones
rhodium
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Summary:Swapped: Commercially available quinolinone derivatives (1 or 2, see scheme) were reacted with arylboronic acids in the presence of a RhI complex to give aryl(quinolin‐8‐yl)methanone products 3 in medium to good yields. A mechanism that involves the in situ oxidation of RhI to RhIII by O2 in the presence of CuI was proposed.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201206693