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Investigations into Transition-Metal-Catalyzed Arene Trifluoromethylation Reactions

  作者 YE YINGDA; SANFORD MELANIE S  
  选自 期刊  SYNLETT;  卷期  2012年-14;  页码  2005-2013  
  关联知识点  
 

[摘要]Trifluoromethyl-substituted arenes and heteroarenes are widely prevalent in pharmaceuticals and agrochemicals. As a result, the development of practical methods for the formation of aryl-CF3 bonds has become an active field of research. Over the past five years, transition-metal-catalyzed cross-coupling between aryl-X (X = halide, organometallic, or H) and various 'CF3' reagents has emerged as a particularly attractive approach to generating aryl-CF3 bonds. Despite many recent advances in this area, current methods generally suffer from limitations such as poor generality, harsh reaction conditions, the requirement for stoichiometric quantities of metals, and/or the use of costly CF3 sources. This Account describes our recent efforts to address some of these challenges by: (1) developing aryltrifluoromethylation reactions involving high oxidation state Pd intermediates, (2) exploiting AgCF3 for C-H trifluoromethylation, and (3) achieving Cu-catalyzed trifluoromethylation with photogenerated CF3 center dot.

 
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