Categories: C=O Bond Formation > Synthesis of ketones
Synthesis of α-amino ketones and aldehydes
An oxo-amination process with readily available N-bromosuccinimide (NBS) and secondary amines as N-sources and dimethyl sulfoxide (DMSO) as the oxidant provides amino alcohols in a single step. For the first time, the formation of reactive Me2S+-O-Br species generated by the interaction of NBS with DMSO has been proven.
P. K. Prasad, R. N. Reddi, A. Sudalai, Org. Lett., 2016, 18, 500-503.
IBX has been utilized for the oxidation of various epoxides and aziridines as their β-cyclodextrin complexes in water to afford α-hydroxyketones and α-aminoketones in good yields, respectively.
K. Surendra, N. S. Krishnaveni, M. A. Reddy, Y. V. D. Nageswar, K. R. Rao, J. Org. Chem., 2003, 68, 9119-9121.
A rapid and effective reaction of 3-aryl-2H-azirines and highly substituted 2-Me/Ph-3-aryl-2H-azirines with various carboxylic acids provides N-acylated α-aminoketone derivatives under ambient air within 10 min at room temperature.
A. De, S. Santra, G. V. Zyryanov, A. Majee, Org. Lett., 2020, 22, 3875-3878.