1228010-36-3Relevant academic research and scientific papers
Pseudo-five-component domino strategy for the combinatorial library synthesis of [1,6] naphthyridines - An on-water approach
Das, Paramita,Chaudhuri, Tandrima,Mukhopadhyay, Chhanda
, p. 606 - 613 (2014)
This work features the base-promoted on-water synthesis of [1,6]-naphthyridines from methyl ketones, malononitrile and phenols or thiols. The reaction conditions were carefully tuned to drive the product selectivity from 3H-pyrroles to [1,6]-naphthyridines. The advantages of this method lie in its simplicity, cost effectiveness, and environmental friendliness, representing a new effort toward the on-water synthesis of [1,6]-naphthyridines without starting from a nitrogen-containing heterocycle and highlighting the versatility of the nitrile functional group.
Synthesis of some novel polyaza fused heterocyclic compounds
Abdelrazek, Fathy M.,Metwally, Nadia H.,Kassab, Nazmi A.,Sobhy, Nehal A.,Metz, Peter,Jaeger, Anna
experimental part, p. 384 - 388 (2010/06/16)
(Chemical Equation Presented) 2-(1-Aryl-ethylidene)-malononitriles 1a-d undergo self dimerization in ethanol catalyzed by sodium ethoxide to afford 2-[4,6-diaryl-3-cyano-6-methyl-5,6-dihydropyridin-2(1H)-ylidene]-malononitrile derivatives 3a-d, respectively. The structure of the dimer was elucidated by X-ray crystallography and a plausible mechanism for its formation is depicted. Compound 3a couples with arene diazonium salts 4a-d to afford the hydrazo derivatives 5a-d; and reacts with hydrazine hydrate and phenylhydrazine 6a,b to afford the pyrazolo[3,4-h][1,6]naphthyridine derivatives7a,b; and with urea and thiourea 8a,b to afford the pyrimido[4,5-h][1,6]naphthyridine derivatives 9a,b, respectively.
