Mechanistic evaluations and comparison of two important aerobic catalytic oxidation processes, aerobic copper catalysis and photoredox catalysis, are performed. Interesting and distinct catalytic behaviors were observed for a common reaction of iodolactonization of alkenoic acids. Namely, the aerobic copper catalysis requires the formation of a copper carboxylate, whereas the aerobic photoredox catalysis requires the addition of proton sources to proceed to completion. Furthermore, the iodolactone products obtained from these catalytic processes are extensively derivatized to a number of functionalized lactones, including aryl lactones generated from the nickel-catalyzed reductive coupling with aryl halides.
Aerobic Catalytic Features in Photoredox- and Copper-Catalyzed Iodolactonization Reactions.
J. Ariyarathna,Fan Wu,Sara Colombo,Charleese Marisa Hillary,Wei Li
Published 2018 in Organic Letters
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- Publication year
2018
- Venue
Organic Letters
- Publication date
2018-10-02
- Fields of study
Medicine, Chemistry
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Semantic Scholar, PubMed
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