Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation.

Alexey L TrifonovLiubov I PanferovaVitalij V LevinVladimir A KokorekinAlexander D Dilman

Published in: Organic letters (2020)

A reaction of an iododifluoromethylphosphonium salt with unactivated alkenes mediated by peri-xanthenoxanthene under blue-light irradiation is described. The reaction proceeds via activation of the carbon-iodine bond to generate (phosphonio)difluoromethyl radical cation, which attacks the double bond with subsequent quenching by the iodine. The intermediate phosphonium salts are easily hydrolyzed, furnishing products of iododifluoromethylation of alkenes.

Keyphrases

ionic liquid
visible light
dual energy
electron transfer
computed tomography
transition metal
magnetic resonance
radiation induced