Reductive transformations mediated by zinc dust in acetic acid
Abstract
Zinc dust in glacial acetic acid (Zn/HOAc) reagent system is an important traditional reductive reagent in organic chemistry, which still plays a unique role in a wide range of functional group transformations in organic synthesis. We now present a systematic outline of the applications of this reduction system in practical organic synthesis. This article mainly surveys the hydrogenative reductions of C=C, C C, C=O, C=N, C=S, N-N, N=N, N=O, N-O, O-O, S-S, reductive cleavages of C halo, C-N, C-O, C-S, and some interesting reductive rearrangement reactions mediated by zinc in acetic acid, respectively. The relevant plausible reaction mechanisms under Zn/HOAc conditions were also discussed briefly.