Synthesis of novel aza-heterocyclic derivatives from diester and diacid chlorides having the dibenzobarrelene skeleton

ABSTRACT

When attempting to synthesize the symmetric aza-heterocyclic-substituted dibenzobarrelene derivatives from the 2-aminobenzimidazole (or 2-aminoimidazoline) with diacid chlorides and diester in the presence of various organic bases, different products were isolated in high yield. NMR spectroscopic analysis proved these products to be dibenzobarrelene-substituted fused benzimidazodiazepine, imidazolinediazepine, and dicarboxamides derivatives. Cyclic or noncyclic dicarboxamides with the dibenzobarrelene skeleton have been synthesized for the first time using these methods.

GRAPHICAL ABSTRACT

KEYWORDS:

• Benzimidazolediazepine
• dibenzobarrelene
• dicarboxamides
• guanidine
• imidazolinediazepine

Additional information

Funding

We are indebted to the Firat University Research Project Coordination Unit (Project Number FF.16.10 and FF.13.04) for financial support of this work.