- Nitropyridines: X.* Palladium-catalyzed cross-coupling of 2-bromo-5-nitropyridine with terminal acetylenes
-
Substituted 5-nitro-2-ethynylpyridines were synthesized by the Sonogashira reaction of 2-bromo-5-5-nitropyridine with terminal acetylenes. Desilylation, oxidative decarbonylation, and the retro-Favorskii reaction of the cross-coupling products of 2-bromo-5-nitropyridine with trimethylsilylacetylene, prop-2-ynyl alcohol, and 2-methylbut-3-yn-2-ol, respectively, gave 2-ethynyl-5-nitropyridine. The hydration of 2-ethynyl-5-nitropyridine and 5-nitro-2-(phenylethynyl)pyridine according to Kucherov afforded 2-acetyl-5-nitropyridine and 5-nitro-2-phenacylpyridine, respectively. Pleiades Publishing, Ltd., 2010.
- Sagitullina,Vorontsova,Garkushenko,Poendaev,Sagitullin
-
experimental part
p. 1830 - 1834
(2011/04/15)
-
- Nitropyridines: VI.* Synthesis of 2-aryl(hetaryl)- and 2,3-polymethylene-5-nitropyridines
-
Previously unknown 2-aryl-, 2-hetaryl-, and 2-cyclopropyl-5-nitropyridines and 2,3-polymethylene-5-nitropyridines were synthesized by reactions of 1-methyl-3,5-dinitropyridin-2(1H)-one with various cyclic and acyclic ketones in the presence of ammonia.
- Sagitullina,Garkushenko,Vinokurova,Nyrkova,Atavin,Sagitullin
-
experimental part
p. 1045 - 1049
(2011/02/25)
-