Chemistry Letters, Vol.34, No.10, 1334-1335, 2005
An effective method for the synthesis of carboxamides by using tetrakis(pyridine-2-yloxy)silane as a mild coupling reagent
Tetrakis(pyridin-2-yloxy)silane [Si(OPy)(4)] is easily prepared by trans-silylation between silicon tetrachloride and trimethyl(pyridin-2-yloxy)silane in the molar ratio of 1:4. This novel reagent is effectively employed as a mild dehydrating reagent in forming various carboxamides from the corresponding carboxylic acids and amines that involve secondary or tertiary alkyl substituted ones in good to high yields without using any basic promoters such as tertiary amines or 4-(dimethylamino)pyridine.