Ultrasound-promoted synthesis of novel N-arylamino-3,5′-biquinoline derivatives: their applications in live-cell imaging and in vitro anticancer activity evaluation

Abstract

A novel strategy for the construction of functionalized N-arylamino-3,5′-biquinoline has been developed.

Influence of Substituents on the Reaction of Substituted (4‐Oxo‐3‐Phenyl‐1,3‐Thiazolidin‐2‐Ylidene)acetates with α,α‐Dicyanoolefins: Synthesis of Quinoline and Quinazoline‐Substituted Carboxylates

“…Moreover, α , α ‐dicyanoolefins have been used as starting materials in vinylogous reactions, which have resulted in the creation of numerous functionalized cyclic molecules [27] . These molecules include common and complex carbocyclic and heterocyclic compounds such as isoflavones, [28] phthalimides, [29] hydroindoles, [30] polycyclic heterocycles, [31] chromene derivatives, [32] biquinolines, [33] 1,6‐naphthyridine derivatives, [34] and spirofused [35] compounds. Our research group reported the synthesis of substituted phthalimides using an ultrasound (US)‐assisted cascade reaction of 2‐(4‐oxo‐2‐thioxothiazolidin‐5‐ylidene)acetates and α , α ‐dicyanoolefins [29] .…”

Efficient Synthesis of Highly Substituted N‐Arylamino quinolone‐based Pyrrolo[3,4‐b]pyridines and Pyrazolone‐based Pyrrolo[3,4‐b]pyridines Through a One‐Pot Three‐Component Reaction

“…The impressive fluorescence properties of the synthesized heterocycles also led us to investigate their biological (anti-cancer) properties in vitro, and fortunately, we achieved acceptable results. [14] The reaction of 2-chloroquinoline-3-carbaldehydes and 5-chloro-3-methyl-1-phenyl-1Hpyrazole-4-carbaldehydes with methylene active compounds has been widely studied for the synthesis of various quinolinecontaining heterocycles. [15] For example, by reacting 2-chloro-3formyl quinolines with malononitrile and, cyclic enamino ketones, a series of N-arylamino biquinoline derivatives have been synthesized that have excellent antibacterial properties.…”

“…Recently, we have reported the synthesis of arylamino‐3,5‐biquinolines by combining 2‐chloro‐3‐formylquinolones with a , a ‐dicyanoolefines under mild conditions (ultrasound) without using metallic reagents. The impressive fluorescence properties of the synthesized heterocycles also led us to investigate their biological (anti‐cancer) properties in vitro, and fortunately, we achieved acceptable results [14] . The reaction of 2‐chloroquinoline‐3‐carbaldehydes and 5‐chloro‐3‐methyl‐1‐phenyl‐1 H ‐pyrazole‐4‐carbaldehydes with methylene active compounds has been widely studied for the synthesis of various quinoline‐containing heterocycles [15] .…”