Use of Vilsmeier Reagent for the Solid-Phase Synthesis of 1,5-Disubstituted 4,5-Dihydro-1H-imidazoles and Disubstituted 4,5-Dihydro-1H-imidazolylbenzimidazoles

The solid-phase synthesis of novel imidazolines and dihydroimidazolylbenzimidazoles is described. Resin-bound diamines, derived from resin-bound N-acylated amino acid amides, were cyclized using Vilsmeier reagent to yield imidazolines following cleavage. Similarly, cyclization of resin-bound tetraamines having two secondary amines and an o-dianiline yielded dihydroimidazolylbenzimidazoles following cleavage.