19625-63-9Relevant academic research and scientific papers
Cu-Catalyzed switchable synthesis of functionalized pyridines and pyrroles
Ling, Zheng,Xie, Fang,Gridnev, Ilya D.,Terada, Masahiro,Zhang, Wanbin
, p. 9446 - 9449 (2018)
Herein, we describe a high yielding and switchable synthesis of a range of functionalized pyridines and pyrroles via Cu-catalyzed cascade reactions with alkynes and N-sulfonyl azadienes which are readily available from saccharin. Both unsymmetrical 2,4,6-trisubstituted pyridines and multi-substituted pyrroles could be transformed into some bioactive compounds and chiral ligands.
Metal- and Solvent-Free Approach to Diversely Substituted Picolinates via Domino Reaction of Cyclic Sulfamidate Imines with β,γ-Unsaturated α-Ketocarbonyls
Biswas, Soumen,Majee, Debashis,Guin, Soumitra,Samanta, Sampak
, p. 10928 - 10938 (2017/10/27)
An efficient, solvent-free, and eco-friendly domino reaction of 5/6-membered cyclic sulfamidate imines with a variety of β, γ-unsaturated α-ketocarbonyls in neat conditions under MW irradiation promoted by DABCO as a solid organobase has been developed for the rapid construction of a novel class of densely functionalized picolinates. This interesting metal-solvent-free tactic allows a wide range of useful functionalities on the aryl rings and delivers good to excellent yields of the aforesaid aza-heterocycles within short time spans (20-40 min). A biologically promising imidazo[1,2-a]pyridine was successfully synthesized through our unique procedure.
Access to 4,6-Diarylpicolinates via a Domino Reaction of Cyclic Sulfamidate Imines with Morita-Baylis-Hillman Acetates of Nitroolefins/Nitrodienes
Majee, Debashis,Biswas, Soumen,Mobin, Shaikh M.,Samanta, Sampak
, p. 4378 - 4385 (2016/06/09)
An interesting domino reaction of 5-membered cyclic sulfamidate imines with a variety of Morita-Baylis-Hillman acetates of nitroolefins/nitrodienes in the presence of DABCO as an organic base at 55 °C is reported for the first time. This new synthetic strategy provides a series of pharmacologically interesting 4,6-diarylpicolinates in high to excellent yields and allows several compatible functionalities on aryl rings. Moreover, the biologically interesting imidazo[1,2-a]pyridine (alpidem derivative) has been prepared in high chemical yield through a unique procedure.
2-AMINOCARBONYL-PYRIDINE DERIVATIVES
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Page/Page column 84, (2008/06/13)
The present invention relates to 2-aminocarbonyl-pyridine derivatives and their use as P2Yi2 receptor antagonists in the treatment and/or prevention of peripheral vascular, of visceral-, hepatic- and renal-vascular, of cardiovascular and of cerebrovascular diseases or conditions associated with platelet aggregation, including thrombosis in humans and other mammals.
Nucleophilic Displacement of N-Aryl and Heteroaryl Groups. Part 5. Conversion of 2-Aminopyridines into 2-Pyridones
Katritzky, Alan R.,Awartani, Radi
, p. 2623 - 2627 (2007/10/02)
2-Ethoxycarbonyl-1-(2-pyridyl)pyridinium cations (3) (easily prepared from 2-aminopyridine and the appropriate pyrylium salt) are converted by dilute NaOH at 25 deg C into 1-(substituted 2-pyridylcarbonyl)-2-pyridones (7).Compounds (7) are readily hydrolysed to 2-pyridones.
Nucleophilic Displacements of N-Aryl and Heteroaryl Groups. Part 3. Pyrylium-mediated Synthesis of Unsymmetrical Diarylamines from Anilines
Katritzky, Alan R.,Cozens, Andrew J.
, p. 2611 - 2615 (2007/10/02)
2-Ethoxycarbonyl-4,6-diphenylpyrylium salts (1) reacted with various ring-substituted anilines to give the corresponding pyridinium salts (2) (average yield 90percent); these were hydrolysed to the pyridinium betaines (3) (75percent) and treated with thionyl chloride followed by an aniline to give the amides (4) (70percent).Refluxing in toluene with sodium hydride for 12 h transfers intramolecularly the 1-aryl group of the pyridinium salt(4) to the nitrogen of the amide.Aqueous work-up cleaves (6) and the diarylamine is purified by sublimation (60percent) (overall yield ca. 30percent).
