Mild Conversion of Esters Lacking Acidic α-Hydrogens into Amides via Samarium(III) Tris[hexamethyldisilazide] and Amines.

Autor: Campbell, James B., Sparks, Richard B., Dedinas, Robert F.
Předmět:
Zdroj: Synlett; 2011, Issue 3, p357-360, 4p
Abstrakt: Samarium(III) tris[hexamethyldisilazide] (Sm[(Me3Si)2N]3 = Sm[HMDS]3) promotes the direct conversion of an ester admixed with an amine into the corresponding carboxamide under exceptionally mild conditions (≤0 ˚C) and in high yields. Only a slight excess of amine and the lanthanide complex are required to effect complete conversion of the ester into the amide. Esters with acidic α-hydrogens undergo a competing Claisen-like condensation along with the desired conversion into amides. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index