4.7 Article

Visible light enabled.- trifluoromethylation of Baylis- Hillman acetates: stereoselective synthesis of trisubstituted alkenes

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 6, Issue 7, Pages 989-993

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9qo00166b

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Funding

  1. SERB, New Delhi [PDF/2016-003325, EMR/2016/000750]
  2. UGC, New Delhi

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A distinct visible light induced -trifluoromethylation of Baylis-Hillman acetates has been accomplished using eosin Y as a photoredox catalyst and bench stable Langlois' reagent (CF3SO2Na) as a CF3 source under metal-free conditions at room temperature to afford various trisubstituted alkenes. The product stereochemistry is predominantly trans (E), and involves trifluoromethylation followed by de-acetoxylation.

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