Microwave-Assisted Synthesis and Functionalization of 2-Pyridones, 2-Quinolones and Other Ring-Fused 2-Pyridones

First example of 2,3-dihydropyridines aromatization through hemiacetal elimination

“…The organic layer was treated with ~10% water solution of NaOH (till neutral reaction), washed with 15 mL of water, dried over K 2 CO 3 , and on removing the solvent we obtained 0.246 g of pyrrole 5 whose spectral characteristics were in complete agreement with the data from [18]. 1 Н NMR spectrum, δ, ppm: 1.21 t (3H, OCH 2 CH 3 , 3 J 7.0 Hz), 1.33 t (3H, NCH 2 CH 3 , 3 The acidic water layer was first treated with ~10% water solution of NaOH (till weakly alkaline reaction), then with ether (3 × 10 mL). The ether solution was washed with 15 mL of water, dried over K 2 CO 3 , and on removing the solvent we obtained 0.651 g of pyridine 6, colorless mobile liquid.…”

“…Hence, in contrast to 2-methoxyanalog 1 [14,15] and examples described in the literature [1][2][3][4][5][6][7][8][9][10] the aromatization in this case proceeds by the elimination of a hemiacetal molecule (1-ethoxy-1-ethanol).…”

New 1,3,4‐Oxadiazinoisoquinoline Methine Cyanine Dyes: Synthesis, Photosensitivity and Antibacterial Activity

“…Most of these compounds possess antibacterial , antifungal , anti‐inflammatory , antiviral , antitumor , and antiplatelet properties . Because of a variety of pharmacological properties, the 2‐pyridone‐based structure is important in the pharmaceutical industry . Many medications contain 2‐pyridone‐based structure used for the treatment of heart failure and antibiotics, which treat bacterial infections caused by Gram‐negative bacteria .…”

Structure of the intermediate in the synthesis of 6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

“…One of the main synthetic strategies toward the synthesis of analogues of 3 [1][2][3] is the reaction of β-amino enones 1 with methylene active nitriles 2. [4][5][6][7][8] For the reaction of β-amino enones 1 with methylene active nitriles 2, two kinds of reaction intermediates have been considered and isolated: dienolates of type 4 [5][6][7][8][9][10][11][12][13][14] and amide derivatives Finally, amide 6 undergoes ring closure (6π electrocyclization) followed by elimination of dimethylamine to yield the 2-pyridone derivative 3.…”