Categories: C=O Bond Formation >
Synthesis of amides
Name Reactions
Recent Literature

Sodium perborate in acetic acid is an effective reagent for the oxidation of
aromatic aldehydes to carboxylic acids, iodoarenes to (diacetoxyiodo)arenes,
azines to N-oxides, and various sulphur heterocycles to S,S-dioxides.
Nitriles undergo smooth oxidative hydration to amides when aqueous methanol
is employed as solvent.
A. McKillop, D. Kemp, Tetrahedron, 1989,
45, 3299-3306.

Ru(OH)x / Al2O3 acts as a heterogeneous
catalyst for the hydration of activated and unactivated nitriles in water.
This reaction can be performed with high selectivity and conversion to give
amides. Furthermore, catalyst/product separation is easy and Ru(OH)x
/ Al2O3 is recyclable.
K. Yamaguchi, M. Matsushita, N. Mizuno, Angew. Chem. Int. Ed., 2004,
43, 1576-1580.

[Ir(Cp*)Cl2]2 catalyzes the rearrangement of oximes to
furnish amides. An iridium-catalyzed transfer
hydrogenation between alcohols and styrene and the subsequent formation of an
oxime allows the conversion of alcohols
into amides in a one-pot process.
N. A. Owston, A. J. Parker, J. M. J. Williams, Org. Lett., 2007,
9, 73-75.

N. A. Owston, A. J. Parker, J. M. J. Williams, Org. Lett., 2007,
9, 73-75.

Several amides were obtained in high yields by an efficient method from
the corresponding imines which are readily prepared from aldehydes. This
procedure involves the oxidation of aldimines with m-CPBA and BF3·OEt2.
In this reaction, the product is strongly influenced by the electron
releasing capacity of the aromatic substituent (Ar).
G. An, M. Kim, J. Y. Kim, H. Rhee, Tetrahedron Lett., 2003,
44, 2183-2186.


