Ariyarathna, Jeewani P; Wu, Fan; Colombo, Sara K; Hillary, Charleese M; Li, Wei
Mechanistic evaluations and comparison of two important aerobic catalytic oxidation processes, aerobic copper catalysis and photoredox catalysis, are performed. Interesting divergent catalytic behaviors were observed for a common reaction of iodolactonization of alkenoic acids. Namely, the aerobic copper catalysis requires a copper carboxylate formation whereas the aer-obic 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.