Categories: O-H Bond Formation >
Cleavage of carbamates
Recent Literature
A general, mild, and efficient reductive cleavage of aryl O-carbamates to
phenols using the Schwartz reagent is selective and tolerates a large number of
functional groups. The cleavage may be carried out by direct or by an economical
in situ procedure; and, notably, establishes a synthetic connection to the
directed ortho metalation strategy.
J. Morin, Y. Zhao, V. Snieckus, Org. Lett., 2013,
15, 4102-4105.
An improved method for the selective deprotection of N-arylcarbamoyl
groups yields the corresponding alcohols without affecting other protecting
groups. Deprotection was performed using di-tert-butyl dicarbonate and
tetra-n-butylammonium nitrite (Boc2O and Bu4NNO2)
in pyridine at room temperature.
S. Akai, R. Tanaka, H. Hoshi, K.-i Sato, J. Org. Chem., 2013,
78, 8802-8808.