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

ÇAPAN İ., SERVİ S.

SYNTHETIC COMMUNICATIONS, vol.48, no.10, pp.1164-1171, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 48 Issue: 10
  • Publication Date: 2018
  • Doi Number: 10.1080/00397911.2018.1437449
  • Journal Name: SYNTHETIC COMMUNICATIONS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1164-1171
  • Keywords: Benzimidazolediazepine, dibenzobarrelene, dicarboxamides, guanidine, imidazolinediazepine, ONE-POT SYNTHESIS, 2-IMIDAZOLINES, ALDEHYDES, EFFICIENT, IMIDAZOLINES, CATALYSIS
  • Gazi University Affiliated: Yes

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.