| Abstract: | Acylation of Heterocycles with Carbonic Acid Derivatives. II. Endo and Exo Carbamoylation of 2-Amino-benzimidazole Derivatives with Isocyanates. Mechanism of the Acyl Group Migration 2-Amino-benzimidazoles react with isocyanates with good yields to give 2-amino-1-carbamoyl-aminobenzimidazoles 1 at −30°C and the corresponding 2-carbamoyl isomeres 2 at room temperature, respectively. The isomerization mechanism was studied by crossover experiments and kinetic measurements and has been found to consist of inter- and monomolecular acyl transfer. |
