4.7 Article

Copper-Catalyzed Aromatic Trifluoromethylation via Group Transfer from Fluoral Derivatives

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 353, Issue 8, Pages 1247-1252

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000825

Keywords

aromatic substitution; copper; cross-coupling; retro reactions; trifluoromethylation

Funding

  1. Ministry of Education, Culture, Sports, Science and Technology of Japan
  2. Japan Science and Technology Agency
  3. Ube Foundation
  4. Asahi Glass Foundation
  5. Naito Foundation
  6. Astellas Foundation
  7. Grants-in-Aid for Scientific Research [22106531, 22350043] Funding Source: KAKEN

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Starting from a readily available fluoral derivative, catalytic aromatic trifluoromethylation has been successfully achieved. A small amount of copper(I) iodide-phenanthroline complex catalyzed the cross-coupling reactions of aryl/heteroaryl iodides with the O-silylated hemiaminal of fluoral (trifluoroacetaldehyde) to provide trifluoromethylated arenes in moderate to high yields.

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