Highly active and selective synthesis of imines from alcohols and amines or nitroarenes catalyzed by Pd/DNA in water with dehydrogenation

Abstract

A direct imination was developed from alcohols and amines under catalysis of Pd/DNA by dehydrogenation without additional oxidant, affording the corresponding imines in moderate to good yields with excellent chemoselectivity. By virtue of the liberated molecular hydrogen, the nitroarenes could also be deoxidized in situ into amines and a one-pot tandem synthesis of imines was achieved from nitroarenes. This heterogeneous catalyst can be recovered and reused at least five times by taking advantage of its water-soluble reversibility. All these conformations were performed smoothly in water under mild conditions, and an atom economical and environmentally benign synthesis was embodied in this imination.