460348-46-3Relevant academic research and scientific papers
A versatile strategy for the synthesis of functionalized 2,2′-bi- and 2,2′:6′,2′-terpyridines via their 1,2,4-triazine analogues
Kozhevnikov, Valery N.,Kozhevnikov, Dmitry N.,Nikitina, Tatiana V.,Rusinov, Vladimir L.,Chupakhin, Oleg N.,Zabel, Manfred,Koenig, Burkhard
, p. 2882 - 2888 (2003)
A general synthetic route for the synthesis of functionalized bi- and terpyridines is reported. Functionalized 1,2,4-triazene 4-oxides 7 and 8 - obtained from the reaction of hydrazones 1 with pyridine aldehydes and followed by oxidation - are functionalized by introduction of a cyano group via nucleophilic aromatic substitution. The thus-obtained 5-cyano-1,2,4-triazines 9 and 10 undergo facile inverse-electron-demand Diels-Alder reactions with enamines and alkenes to yield functionalized bi- and terpyridines, respectively. The substituent at position 6 of the 1,2,4-triazene 4-oxides must be aromatic or heteroaromatic in order to allow their facile synthesis, but other substituents and reagents may vary. Each step of the synthetic route allows diversification, which makes the approach particularly useful for the facile synthesis of a large variety of functionalized bi- and terpyridines.
A new route to 6,6″-dicyano-2,2′:6′,2″-terpyridines and their complexes with Ni(II)
Kozhevnikov, Dmitry N.,Kozhevnikov, Valery N.,Nikitina, Tatiana V.,Rusinov, Vladimir L.,Chupakhin, Oleg N.,Eremenko, Igor L.,Aleksandrov, Grigory G.
, p. 4923 - 4925 (2007/10/03)
A new methodology for the synthesis of functionalised 2,2′:6′,2″-terpyridine systems is suggested: sequential synthesis of the heterocyclic assemblies based on the 1,2,4-triazine ring, direct introduction of the cyano group in the 1,2,4-triazine ring and
