Synthesis of Novel Bis(pyrido[2,1‐a]isoquinolines) Linked to Aliphatic or Aromatic Core via Ether Linkage

Abstract

A synthesis of novel bis(pyrido[2,1‐a]isoquinoline‐1,3‐dicarbonitriles) by the multicomponent reaction of 2‐(6,7‐dimethoxy‐3,4‐dihydroisoquinolin‐1‐yl)acetonitrile with the corresponding bis(aldehydes) and malononitrile in the presence of basic catalysts was reported.

Novel 2‐cyanoacrylamido‐4,5,6,7‐tetrahydrobenzo[b]thiophene derivatives as potent anticancer agents

“…In our endeavor toward the development and discovery of novel potent anticancer agents and in continuation of our previous work to prepare biologically active organic and organometallic compounds, [ 34‐43 ] we decided to design and prepare a novel series of bis ‐(ethyl‐2‐(2‐cyanoacrylamido)‐4,5,6,7‐tetrahydrobenzo[ b ]thiophene‐3‐carboxylates) utilizing the appropriate bis ‐aldehydes bearing aliphatic chain linkers as precursors (Figure 2).…”

Hantzsch‐like synthesis of isoquinolino[2,1‐a]quinoline‐12‐carbonitrile incorporating aryl or heteroaryl moieties at C‐13

“…Given the importance of the azachrysene moiety and as a part of an ongoing research program on C-C bond formation reactions [67][68][69][70][71][72] that include multicomponent [73], Michael addition [74][75][76][77][78], and Hantzsch [79] reactions we report herein the results of our investigations concerning the reactivity patterns of 2-(isoquinolin-1-yl)acetonitrile toward dimedone and the substituted aldehydes, or heteroaldehydes. The one-pot, three-component reaction of 2-(isoquinolin-1-yl)acetonitrile 1 with dimedone 2 and the appropriate aldehydes 3a-d in acetic acid at reflux afforded the corresponding the tetracyclic 13-arylisoquinolino[2,1-a]quinoline-12-carbonitriles 4a-d (Scheme 1).…”

Hantzsch‐like reaction of isoquinoline‐1‐acetonitrile in synthesis of 4H‐pyrido[2,1‐a]isoquinolines with antibacterial evaluation

“…Based on the mentioned beneficials of isoquinoline derivatives specially pyrido[2,1‐ a ]isoquinolines in continuation to the previous work of our research group that focused on the synthesis of isoquinoline‐containing compounds [21–27], we sythesized new 4 H ‐pyrido[2,1‐ a ]isoquinolines by reacting 2‐(6,7‐dimethoxy‐3,4‐dihydroisoquinolin‐1‐yl)acetonitrile 1 with ethylacetate derivatives 2,6,7 and ethyl 3‐aryl‐2‐cyanoacrylates 11a–f . Moreover, we evaluated the antibacterial activity of the synthesized compounds against gram‐positive and gram‐negative bacteria.…”