Three component aminoalkylation of aldehydes by functionalized organozinc compounds promoted by lithium perchlorate (LiClO4)

Abstract

The one-pot synthesis of several N,N-dialkylamino esters is reported. Treatment of aldehydes 1 (aliphatic and aromatic) with (trimethylsilyl)dialkylamines 2, in the presence of LiClO₄ in diethyl ether presumably gives the intermediates 3. Reaction of these intermediates 3 with functionalized organozinc reagents, RZnBr, produces a variety of N,N-dialkylamino esters in a short time (about 1 h) and in good to moderate yields. The pure products are isolated by extraction with cold hydrochloric acid.