Trifluoromethylation of alkenyl bromides and iodides (including 5-iodouracils) with (CF3)2Hg and Cu ("trifluoromethylcopper").
Bromo- and iodoalkenes undergo trifluoromethylation efficiently in DMA with "CF3Cu" generated from (CF3)2Hg and Cu. Variable stereochemical inversion is observed with substrates having a gem-carbonyl group. Substrates having gem-hydrogen, -alkyl, or -alkenyl groups give products with stereochemical retention.
Nowak
Ireneusz
I
Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602-5700, USA.
Robins
Morris J
MJ
D000475:Alkenes / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D014498:Uracil / Q000737:chemistry*
D000475:Alkenes; D001965:Bromides; D007454:Iodides; D009942:Organometallic Compounds; C519478:trifluoromethylcopper; D005461:Fluorine; D014498:Uracil