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Direct Exchange of a Ketone Methyl or Aryl Group to Another Aryl Group through CC Bond Activation Assisted by Rhodium Chelation
Author(s) -
Wang Jingjing,
Chen Weiqiang,
Zuo Sujing,
Liu Lu,
Zhang Xinrui,
Wang Jianhui
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201206693
Subject(s) - rhodium , aryl , chemistry , chelation , ketone , medicinal chemistry , group (periodic table) , functional group , stereochemistry , catalysis , organic chemistry , alkyl , polymer
Swapped : Commercially available quinolinone derivatives ( 1 or 2 , see scheme) were reacted with arylboronic acids in the presence of a Rh I complex to give aryl(quinolin‐8‐yl)methanone products 3 in medium to good yields. A mechanism that involves the in situ oxidation of Rh I to Rh III by O 2 in the presence of CuI was proposed.