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- Title
Trifluoroethylation of Alkynes: Synthesis of Allylic-CF<sub>3</sub> Compounds by Visible-Light Photocatalysis.
- Authors
Roh, Geum-bee; Iqbal, Naeem; Cho, Eun Jin
- Abstract
Two types of allylic trifluoromethylated compounds were synthesized by reacting alkynes with CF3CH2I using visible-light photocatalysis. Subtle differences in the catalytic system controlled the selectivity of iodotrifluoroethylation and hydrotrifluoroethylation. The iodotrifluoroethylated products were obtained in the presence of [Ru(bpy)3]Cl2 and TMEDA in CH3CN under visible-light irradiation, whereas hydrotrifluoroethylated products were synthesized using fac-[Ir(ppy)3] and a mixture of DBU and K2CO3 in DMF. The iodotrifluoroethylation reaction worked particularly well, even at gram-scale, and the synthetic utility of iodotrifluoroethylated products was proved by their coupling reactions, providing complex CF3-containing products.
- Subjects
ETHYLATION; ADDITION reactions; ALKYNES; HYDROCARBONS; ALKENES
- Publication
Chinese Journal of Chemistry, 2016, Vol 34, Issue 5, p459
- ISSN
1001-604X
- Publication type
Article
- DOI
10.1002/cjoc.201500919