A divergent procedure for multicomponent synthesis of novel ferrocenyl derivatives of dicyanoanilines and cyanopyridines

Abstract

A divergent procedure was developed for multicomponent reaction of ferrocenecarboxaldehyde with malononitrile and various cyclic ketones. Ultrasonic irradiation of 1.0:1.0:2.0 ethanolic mixtures of the reactants produced dicyanoanilines 4 chemoselectively in high yields, while equimolar mixtures of the same reactants in refluxing EtOH solely resulted in four-component formation of cyanopyridines 5. Both series of products are obtained directly by spontaneous precipitation in the reaction mixtures avoiding cumbersome and expensive chromatographic separations.

Synthesis, properties, and application of the new nanocatalyst of double layer hydroxides in the one-pot multicomponent synthesis of 2-amino-3-cyanopyridine derivatives

“…Various synthesis methods have been reported for their synthesis, in which the multicomponent reactions of ammonium acetate, malononitrile, acetophenone, and aldehydes are the most important synthesis routes. A wide range of multicomponent syntheses have been reported by different catalysts, including: Boric acid sulfate nanocatalysts 21 , HBF 4 22 , microwave facile 23 , Amberlyst-15 24 , salicylic acid 4 , MNPs CoFe 2 O 4 @SiO 2 -SO 3 H 25 , nano solid magnetic acid, Fe 3 O 4 26 , Fe 3 O 4 @g-C 3 N 4 -SO 3 H 27 , Fe 3 O 4 @SiO2@(CH 2 ) 3 NH 28 , (CH 2 ) 2 O 2 P(OH) 2 29 , poly N,N-dimethylaniline-formaldehyde 30 , Copper Nanoparticles on Charcoal 31 , Fe 3 O 4 @Niacin 32 , Bu 4 N + Br -18 , Cu@imineZCMNPs 17 . However, simpler and milder methods for their synthesis are still valuable.…”