title: Visible Light-Induced Trifluoromethylation and Perfluoroalkylation of Cysteine Residues in Batch and Continuous Flow.
abstract: 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.
authors.affiliation: Department of Chemical Engineering and Chemistry, Micro Flow Chemistry & Process Technology, Eindhoven University of Technology , Den Dolech 2, 5612 AZ Eindhoven, The Netherlands.
authors.forename: Cecilia
authors.initials: C
authors.lastname: Bottecchia
authors.affiliation: Department of Chemical Engineering and Chemistry, Micro Flow Chemistry & Process Technology, Eindhoven University of Technology , Den Dolech 2, 5612 AZ Eindhoven, The Netherlands.
authors.forename: Xiao-Jing
authors.initials: XJ
authors.lastname: Wei
authors.affiliation: Department of Chemical Engineering and Chemistry, Micro Flow Chemistry & Process Technology, Eindhoven University of Technology , Den Dolech 2, 5612 AZ Eindhoven, The Netherlands.
authors.forename: Koen P L
authors.initials: KP
authors.lastname: Kuijpers
authors.affiliation: Department of Chemical Engineering and Chemistry, Micro Flow Chemistry & Process Technology, Eindhoven University of Technology , Den Dolech 2, 5612 AZ Eindhoven, The Netherlands.
authors.forename: Volker
authors.initials: V
authors.lastname: Hessel
authors.affiliation: Department of Chemical Engineering and Chemistry, Micro Flow Chemistry & Process Technology, Eindhoven University of Technology , Den Dolech 2, 5612 AZ Eindhoven, The Netherlands.
authors.forename: Timothy
authors.initials: T
authors.lastname: Noël