Trifluoromethylation of Allylsilanes under Photoredox Catalysis

Mizuta, Satoshi; Engle, Keary M.; Verhoog, Stefan; Galicia-López, Oscar; O’Duill, Miriam; Médebielle, Maurice; Wheelhouse, Katherine; Rassias, Gerasimos; Thompson, Amber L.; Gouverneur, Véronique

Abstract

A new catalytic method to access allylic secondary CF3 products is described. These reactions use the visible light excited Ru(bpy)3Cl2·6H2O catalyst and the Togni or Umemoto reagent as the CF3 source. The photoredox catalytic manifold delivers enantioenriched allylic trifluoromethylated products not accessible under Cu(I) catalysis.

Citation

Mizuta, S., Engle, K. M., Verhoog, S., Galicia-López, O., O’Duill, M., Médebielle, M., Wheelhouse, K., Rassias, G., Thompson, A. L., & Gouverneur, V. (2013). Trifluoromethylation of Allylsilanes under Photoredox Catalysis. Organic Letters, 15(6), 1250–1253. https://doi.org/10.1021/ol400184t

• Journal Article Type: Article
• Online Publication Date: Mar 6, 2013
• Publication Date: Mar 15, 2013
• Deposit Date: Jul 31, 2023
• Journal: Organic Letters
• Print ISSN: 1523-7060
• Publisher: American Chemical Society
• Peer Reviewed: Peer Reviewed
• Volume: 15
• Issue: 6
• Pages: 1250–1253
• DOI: https://doi.org/10.1021/ol400184t
• Public URL: https://nottingham-repository.worktribe.com/output/23554273
• Publisher URL: https://pubs.acs.org/doi/10.1021/ol400184t