Categories: N-H Bond Formation >
Cleavage of carbamates
Protecting Groups
Recent Literature
A new mild method allows the removal of carbamates using TBAF in THF. Selectivity and mechanism are discussed.
U. Jacquemard, V. Beneteau, M. Lefoix, S. Routier, J.-Y. Merour, G. Coudert, Tetrahedron, 2004, 60,
10039-10047.
Diethylenetriamine is effective for a chemoselective direct cleavage of
unactivated carbamates and ureas without additional reagents and catalysts. The
method affords products in good yield and is not affected by air or moisture.
M. Noshita, Y. Shimizu, H. Morimoto, T. Ohshima, Org. Lett.,
2016, 18, 6062-6065.
An experimentally simple Microwave-assisted reductive alkylation of methyl
carbamate with a range of aldehydes provides, after basic work-up, structurally
diverse primary amines. This method is particularly amenable to high-throughput
synthesis.
F. Lehmann, M. Scobie, Synthesis, 2008,
1679-1681.
