Synthesis of Novel 1-, 1,4- and 1,7-Substituted 2-Mercapto- and 2-Methylmercapto- Benzimidazoles: Acyclic Analogues of the HIV-1 RT Inhibitor, TIBO

Article abstract of DOI:10.1016/0040-4020(95)00751-S

Synthetic approaches towards acyclic analogues of the HIV-1 RT inhibitor TIBO ring system, lacking either the diazepine C7 methylene, C5-N6 bond or the N1-N6 two-carbon bridge, are reported, utilizing ring opening reactions of 2-methylaziridines.A number of isomeric 2-methylmercaptobenzimidazole analogues have also been prepared, and the regiochemistry of 2-methylmercaptobenzimidazole alkylations is discussed, as a convenient route to 1,2,7-trifunctionalized benzimidazoles.