Zur Reaktivität von C=N-Doppelbindungssystemen, XVI [1]. Eine Synthese von 2-Hydroxy-6-oxo-1.6-dihydro-pyridinen / The Reactivity of C=N Double Bond Systems, XVI [1]. Synthesis of 2-Hydroxy-6-oxo-1,6-dihydro-pyridines

1978 ◽  
Vol 33 (12) ◽  
pp. 1550-1553 ◽  
Author(s):  
Erich Ziegler ◽  
Helmut Wipfler ◽  
Andreas Knierzinger ◽  
O. S. Wolfbeis

The combined action of triethyl orthoformate and aniline upon Meldrum's acid or 5-aza-5-phenyl-1-oxaspiro[5,5]undecan-2,4-diones gives their anilinomethylene derivatives (2, 5), which react with methyleneactive nitriles in dimethylformamide to give substituted 2-hydroxy-6-oxo-1,6-dihydro-pyridines (7) in excellent yields.

2004 ◽  
Vol 59 (5) ◽  
pp. 525-529 ◽  
Author(s):  
Norbert Kuhn ◽  
Ahmed Al-Sheikh ◽  
Hans-Jürgen Kolb ◽  
Markus Richter

AbstractDiisopropylidene ethylenetetracarboxylate, Meldrum’s olefin (4, Mel2) has been prepared from [HNEt3][(Mel)2CSMe] (8) and Meldrum’s acid (1, MelH2) in moderate yield. The X-ray analysis of 4 reveals a centrosymmetrical structure in which the two six-membered rings are folded along their carboxylate carbon axes by 34.9°) and linked by a conventional C-C double bond [1.3501(19) Å ]. The “unsymmetrical” structure of 8 is also discussed.


Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 24
Author(s):  
Victor V. Dotsenko ◽  
Alena A. Russkih ◽  
Nikolai A. Aksenov ◽  
Inna V. Aksenova

2,2-Dimethyl-5-((phenylamino)methylene)-1,3-dioxane-4,6-dione, prepared by the reaction of Meldrum’s acid with triethyl orthoformate and aniline, reacts with active methylene nitriles to afford 2-oxo-1,2-dihydropyridine-3-carboxylic acid derivatives, which are useful as drug precursors or perspective ligands.


2020 ◽  
Vol 23 (23) ◽  
pp. 2626-2634
Author(s):  
Saiedeh Kamalifar ◽  
Hamzeh Kiyani

: An efficient and facial one-pot synthesis of 4-aryl-3,4-dihydrobenzo[g]quinoline- 2,5,10(1H)-triones was developed for the first time. The process proceeded via the three-component cyclocondensation of 2-amino-1,4-naphthoquinone with Meldrum’s acid and substituted benzaldehydes under green conditions. The fused 3,4-dihydropyridin-2(1H)- one-ring naphthoquinones have been synthesized with good to high yields in refluxing ethanol as a green reaction medium. This protocol is simple and effective as well as does not involve the assistance of the catalyst, additive, or hazardous solvents.


2021 ◽  
Vol 2021 (3) ◽  
pp. 325-325
Author(s):  
Malcolm P. Huestis ◽  
Jean‐Philippe Leclerc ◽  
Robin Larouche‐Gauthier ◽  
Samuel Aubert‐Nicol ◽  
Arun Yadav ◽  
...  

2021 ◽  
Vol 6 (19) ◽  
pp. 4698-4718
Author(s):  
Halil Gökce ◽  
Gökhan Alpaslan ◽  
Serdal Kaya ◽  
Nezaket Çakır

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