Solid phase syntheses of S,N-substituted 2-mercaptobenzoimidazoles

Abstract

2-Mercaptobenzoimidazoles are an important class of heterocycles showing biological activity in diverse therapeutic applications. In the presented study, a strategy for the syntheses of substituted 2-mercaptobenzoimidazoles on solid supports is shown. After immobilization of the benzoimidazole core on a functionalized resin and its modification via the Mitsunobu reaction, the target 2-mercaptobenzoimidazoles are cleaved either via transesterification or aminolysis giving functionalized S,N-dialkylated mercaptobenzoimidazoles.