Organozinc reagents may be activated under blue light irradiation using an organic photocatalyst to generate alkyl radicals. The radicals are trapped by α-(trifluoromethyl)styrenes leading to gem-difluorinated products after elimination of fluoride. The reaction can be conveniently performed under Barbier conditions starting from organic iodides and bromides and elemental zinc.
A method for the synthesis of b,bdifluorinated ketones by coupling of a,a-difluorinated iodides with silyl enol ethers is described. The reaction is performed in the presence of iridium(III) photocatalysts under the irradiation with 400 nm light emitting diodes.
A method for the photoredox fluoroalkylation of the C–H bond of azomethine compounds obtained from condensation of aldehydes and N‐methylpyrrolidinone‐derived amidrazones is described. The reactions are promoted with a carbazole‐based organic photocatalyst under blue light irradiation. The ability of the cyclic nitrogen to stabilize a nitrogen‐centered radical is believed to be a key factor responsible for the reaction efficiency.
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