4.6 Article

Copper-catalyzed trifluoromethylation of alkenes: synthesis of trifluoromethylated benzoxazines

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 31, Pages 8411-8415

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob01196e

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Funding

  1. DRDO, New Delhi
  2. IISER, Bhopal
  3. UGC, New Delhi

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A simple base and ligand free copper catalyzed method for the construction of trifluoromethylated benzoxazines has been developed by using Umemoto's reagent. It involves the oxidative difunctionalization of alkenes through tandem C-O and C-CF3 bond formations. Furthermore, synthesized benzoxazines were selectively converted into trifluoromethylated allylic and (E)-vinylic benzamides by the treatment of (KOBu)-Bu-t and CH3Li, respectively.

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