Journal
ORGANIC LETTERS
Volume 21, Issue 13, Pages 5341-5345Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01992
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Funding
- Austrian COMET Program by the Austrian Federal Ministry of Transport, Innovation and Technology (BMVIT) [862766]
- Austrian COMET Program by the Austrian Federal Ministry of Science, Research and Economy (BMWFW) [862766]
- Austrian COMET Program by the State of Styria (Styrian Funding Agency (SFG)) [862766]
- European Social Fund, Operational Programme 2014/2020 - Friuli-Venezia Giulia [FP1799043001]
- Maria de Maeztu Units of Excellence Program from the Spanish State Research Agency [MDM-2017-0720]
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Two efficient continuous flow iodoperfluoroalkylation methods are described: using 0.05 mol % perylene diimide (PDI) photocatalyst under 450 run irradiation or substoichiometric triethylamine under 405 nm irradiation. These methods enable dramatically elevated productivity versus batch processes. The triethylamine-mediated method is explored mecha-nistically and in substrate scope. The gram-scale synthesis of an active pharmaceutical ingredient side chain is also reported in flow, via a photochemical iodoperfluoroalkylation followed by hydrogenolysis.
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