Conboy, Darren and Al-Dabbagh, Fawaz (2020) The reactivity of Oxone towards 4,6-di(cycloamino)-1,3-phenylenediamines : synthesis of spirocyclic oxetane ring-fused imidazobenzimidazoles. Arkivoc, 2020(vii), pp. 180-191. ISSN (print) 1551-7004
Abstract
Spirocyclic oxetane ring-fused imidazo[4,5-f]benzimidazole and imidazo[5,4-f]benzimidazole are reported. Oxone-mediated ring-closures to give imidazobenzimidazoles require acid and the functionalization of the 4,6-di(cycloamino)-1,3-phenylenediamine to the anilides. This is in contrast to benzimidazole forming oxidative cyclizations, which use 2-(cycloamino)anilines and require no acid. New evidence for N-oxide and nitroso-intermediates in respective imidazobenzimidazole and benzimidazole forming reactions is provided.
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