Aluminium Mediated Isocyanide Insertion and Sequential Ring Opening Cyclization (SROC) Strategy: Synthesis of Azole Fused Benzimidazoquinazoline Skeletons

A first report on transition-metal-free aluminium chloride mediated isocyanide insertion between two amine nucleophiles have been presented. Also, an unusual C-N bond cleavage allow for the further development of copper mediated ring open-ing cyclization (SROC) strategy for the synthesis of azole fused benzimidazoquinazoline scaffolds. The key features of this protocol are aluminium chloride as non-transition-metal based mediator, oxidant/base/ligand free isocyanide insertion, three new C-N and one C-C bond formations and simultaneous construction of multiprivileged azole fused benzimidazoquinazo-line in good yields.