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Chemoselective Suzuki-Miyaura Coupling of Bromophenyl-Substituted Bromoallenes with Arylboronic Acids

  作者 DU XIN; LIU XUESONG; XU LIANG; JIANG WENFENG; BAO MING; HE REN  
  选自 期刊  SYNLETT;  卷期  2012年-10;  页码  1505-1510  
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[摘要]Developing highly chemoselective Suzuki-Miyaura coupling reactions is of great value in the synthetic chemistry. Here we report the results of palladium-catalyzed reaction of bromoallenes containing an aryl bromide moiety with arylboronic acids. It is found that the C-Br insertion exclusively takes place on bromoallene rather than on the benzene ring. Theoretical calculations demonstrate that the corresponding oxidative addition intermediate has a much lower free energy.

 
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