65996-19-2Relevant articles and documents
γ-Functionalization of α,β-Unsaturated Nitrile in Mild Condition: Versatile Synthesis of 4-Aryl-2-Bromopyridines
Sim, Jaeuk,Viji, Mayavan,Rhee, Jeongtae,Jo, Hyeju,Cho, Suk Joon,Park, Yunjeong,Seo, Seung-Yong,Jung, Kwan-Young,Lee, Heesoon,Jung, Jae-Kyung
, p. 5458 - 5465 (2019)
This report describes the synthesis of 4-aryl-2-halopyridines via γ-functionalization of α,β-unsaturated nitriles, which were obtained by the HWE reaction with the corresponding ketones. The key features of our methods involve a conjugated γ-enamine formation of α,β-unsaturated nitrile (enamino nitrile), followed by consecutive intramolecular cyclization, resulting in heteroaromatic compounds like 2-halopyridines, α-pyrone, etc.
METHODS OF MAKING 2-HALONICOTINONITRILES
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Paragraph 0048-0053, (2015/03/13)
A method of making a 2-halonicotinonitrile comprises reacting an alkylidene nitrile with a C1-compound in an organic solvent and a dehydrating agent. The dehydrating agent substantially retards dimerization of the alkylidene nitrile during the reaction. The enamine intermediate that forms from the reaction is cyclized using a halide donor to make the 2-halonicotinonitrile.
DIRECT SUBSTITUTION OF A METHOXY GROUP BY BROMINE IN 2-METHOXYPYRIDINE-3-CARBONITRILES: A SYNTHESIS OF 2-BROMOPYRIDINE-3-CARBONITRILES
Victory, P.,Borrell, J. I.,Castejon, P.,Martinez-Teipel, B.,Vidal-Ferran, A.
, p. 625 - 628 (2007/10/02)
The treatment of a wide variety of 2-methoxypyridine-3-carbonitriles with phosphorus oxytribromide in the presence of pyridinium hydrobromide and phosphoric acid yields directly the corresponding pyridine system in which the methoxy group has been substit
