Premium
Visible‐Light‐Induced Radical Di‐ and Trifluoromethylation of β, γ‐Unsaturated Oximes: Synthesis of Di‐ and Trifluoromethylated Isoxazolines
Author(s) -
Zhu Mei,
Fun Weijun,
Guo Wenbo,
Tian Yunfei,
Wang Zhiqiang,
Xu Chen,
Ji Baoming
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801790
Subject(s) - trifluoromethylation , chemistry , reagent , intramolecular force , radical cyclization , redox , photochemistry , organic chemistry , combinatorial chemistry , trifluoromethyl , alkyl
The visible‐light‐promoted difluoromethylation and trifluoromethylation/cyclization of β, γ‐unsaturated oximes has been successfully accomplished with fluorinated sulfones as the difluoromethylation and trifluoromethylation reagents. The reaction was proposed to proceed through a sequence comprising CF 2 X‐radical generation, fluoromethyl radical addition, single electron oxidation, and intramolecular cyclization to afford the corresponding di and trifluoromethylated isoxazoline derivatives in an overall redox‐neutral process.