ol6b03731_si_001.cif (212.11 kB)
Remote C(sp3)–H Oxygenation of Protonated Aliphatic Amines with Potassium Persulfate
dataset
posted on 2017-01-17, 20:35 authored by Melissa Lee, Melanie S. SanfordThis letter describes
the development of a method for selective
remote C(sp3)–H oxygenation of protonated aliphatic
amines using aqueous potassium persulfate. Protonation serves to deactivate
the proximal C(sp3)–H bonds of the amine substrates
and also renders the amines soluble in the aqueous medium. These reactions
proceed under relatively mild conditions (within 2 h at 80 °C
with amine as limiting reagent) and do not require a transition metal
catalyst. This method is applicable to a variety of types of C(sp3)–H bonds, including 3°, 2°, and benzylic
C–H sites in primary, secondary, and tertiary amine substrates.