Kozhevnikov, Valery N. and Kozhevnikov, Dmitry N. and Nikitina, Tatiana V. and Rusinov, Vladimir L. and Chupakhin, Oleg N. and Zabel, Manfred and Koenig, Burkhard (2003) A versatile strategy for the synthesis of functionalized 2,2 '-bi- and 2,2 ': 6 ',2 ''-terpyridines via their 1,2,4-triazine analogues. JOURNAL OF ORGANIC CHEMISTRY, 68 (7). pp. 2882-2888. ISSN 0022-3263
Full text not available from this repository. (Request a copy)Abstract
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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | FLUORESCENCE; BIPYRIDINE; ROUTE; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 17 Aug 2021 11:30 |
| Last Modified: | 17 Aug 2021 11:30 |
| URI: | https://pred.uni-regensburg.de/id/eprint/39131 |
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