Remote Oxidation of Aliphatic C-H Bonds in Nitrogen-Containing Molecules
Nitrogen heterocycles are ubiquitous in natural products and pharmaceuticals. Herein, we disclose a nitrogen complexation strategy that employs a strong Bronsted acid (HBF4) or an azaphilic Lewis acid (BF3) to enable remote, non-directed C(sp3)-H oxidations of tertiary, secondary, and primary amine- and pyridine-containing molecules with tunable iron catalysts. Imides resist oxidation and promote remote functionalization.
Howell, Jennifer M.,Feng, Kaibo,Clark, Joseph R.,Trzepkowski, Louis J.,White, M. Christina
supporting information
p. 14590 - 14593
(2015/12/08)
Multinuclear NMR spectra, 1H-T1 relaxation, conformational behavior, and intramolecular Hδ-····δ+H contacts of N-borane cyclic adducts in solution
The VT 1H NMR and 1H-NOESY spectra revealed "frozen" envelope conformations in solutions of 1 and 2 with the BR3 groups in equatorial positions. The 1H-T1 relaxation measurements provided determinatio