The Conversion of Secondary into Tertiary Amides Using Benzotriazole Methodology

Abstract

N-Alkyl-N-[1-(benzotriazol-1-yl)alkyl]amides, easily prepared from benzotriazole, an aldehyde, and a secondary amide, react readily with organozinc reagents to give tertiary amides in moderate to good yields. They are also reduced by LiAlH4 to afford tertiary amines. © 1993, American Chemical Society. All rights reserved.