Visible Light-Induced Trifluoromethylation and Perfluoroalkylation of Cysteine Residues in Batch and Continuous Flow

JOURNAL OF ORGANIC CHEMISTRY(2016)

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摘要
We report a-visible light-induced trifluoromethylation and perfluoroalkylation for cysteine conjugation using Ru(bpy)(3)(2+) as photocatalyst and inexpensive RFI as coupling partner. The protocol allows the introduction of a variety of perfluoro alkyl groups (C1-C10) and a CF2COOEt moiety. The reaction is high yielding (56-94% yield) and fast (2 h in batch, 12 examples). Process intensification in a photomicroreactor accelerated the reaction (5 min reaction time) and increased the yields (8 examples), Quantum yield investigations support a radical chain mechanism.
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