Categories: C-N Bond Formation > Enamines
Synthesis of ketene aminals
Recent Literature
A Ni(OTf)2-catalyzed hydroamination of ynamides with secondary
amines provides substituted ethene-1,1-diamine compounds in good yields with
high regioselectivities. This protocol features a broad substrate scope of
secondary aryl amines and good functional group tolerance for ynamides.
X.-D. Nie, X.-L. Han, J.-T. Sun, C.-M. Si, B.-G. Wei, G.-Q. Lin, J. Org. Chem., 2021, 86,
3433-3443.
A copper-catalyzed four-component formal oxyaminalization of alkenes with
Togni's reagent and amines in the presence of molecular oxygen as both the oxidant and oxygen
source efficiently provides a range of structurally diverse
α-oxoketene aminals. This simple procedure offers excellent functional group tolerance, broad substrate scope,
and mild conditions.
L. Wang, C. Qi, T. Guo, H. Jiang,
Org. Lett., 2019, 21, 2223-2226.
A silver-based catalyst promotes a syn-selective hydroamination of
electron-rich alkynes with either secondary amides or carbamates. This
method is efficient for the synthesis of various synthetically useful silyl
ketene aminals. The mechanism is discussed.
J. Sun, S. A. Kozmin, Angew. Chem. Int. Ed., 2006,
45, 4991-4993.