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Journal ArticleDOI

Chemistry and application of 4-oxo-4H-1-benzopyran-3-carboxaldehyde

01 Nov 2008-Journal of Heterocyclic Chemistry (Wiley)-Vol. 45, Iss: 6, pp 1529-1547
TL;DR: The chemistry and application of the title aldehyde and some simple derivatives thereof are reviewed in this paper, where the authors propose a simple derivative of the aldehydes, which they call simple aldeheeds.
About: This article is published in Journal of Heterocyclic Chemistry.The article was published on 2008-11-01. It has received 42 citations till now. The article focuses on the topics: Benzopyran.
Citations
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Journal ArticleDOI
TL;DR: In this article, the starting materials were prepared by the reaction of 4-hydroxycoumarin with trifluoroacetic anhydride and methyl 2-chloro-2-oxoacetate in the presence of trimethylsilylchloride.

38 citations

Journal ArticleDOI
Jiayu Liao1, Wei Jie Yap1, Ji'en Wu1, Ming Wah Wong1, Yu Zhao1 
TL;DR: A new mode of three-component reactions between isocyanoacetates, amines and 3-formylchromones is presented, which enables an efficient synthesis of polysubstituted pyrroles.

36 citations

Journal ArticleDOI
TL;DR: The first synthesis of 3-methoxalylchromone was described, where the reaction of the latter with electron-rich aminoheterocycles afforded a set of heteroannelated pyridines bearing a CO(2)Me substituent located at the α-position of the pyridine core.
Abstract: The first synthesis of 3-methoxalylchromone was described. The reaction of the latter with electron-rich aminoheterocycles afforded a set of heteroannelated pyridines bearing a CO2Me substituent located at the α-position of the pyridine core.

34 citations

Journal ArticleDOI
TL;DR: This review will cover the literature on the chromone and pyrazole dual chemistry and their outcomes in the 21st century with a focus on the synthesis of chromone-pyrazole dyads.
Abstract: Chromones, six-membered oxygen heterocycles, and pyrazoles, five-membered two-adjacent-nitrogen-containing heterocycles, represent two important classes of biologically active compounds. Certain derivatives of these scaffolds play an important role in medicinal chemistry and have been extensively used as versatile building blocks in organic synthesis. In this context, we will discuss the most relevant advances on the chemistry that involves both chromone and pyrazole rings. The methods reviewed include the synthesis of chromone-pyrazole dyads, synthesis of chromone-pyrazole-fused compounds, and chromones as starting materials in the synthesis of 3(5)-(2-hydroxyaryl)pyrazoles, among others. This review will cover the literature on the chromone and pyrazole dual chemistry and their outcomes in the 21st century.

33 citations


Cites background from "Chemistry and application of 4-oxo-..."

  • ...The reactivity of 3-formylchromone derivatives with a series of hydrazines has been studied in detail over the most recent years (for recent reviews see [103,104])....

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References
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Journal ArticleDOI
TL;DR: The title aldehyde as discussed by the authors gives the bischromones 2, 3, 3 and disalicyloylbenzene 5 with sodium naphthalenide; a mixture of 3 and chromanone 22 with zinc in methanol; 3, carbinol 6 and diol 8 with zinc ion in acetic acid; and acetates 7 and 9 with Zn-Ac2O-AcONa.
Abstract: The title aldehyde 1 gives the bischromones 2, 3 and disalicyloylbenzene 5 with sodium naphthalenide; a mixture of 3 and chromanone 22 with zinc in methanol; 3, carbinol 6 and diol 8 with zinc in acetic acid; and acetates 7 and 9 with Zn–Ac2O–AcONa.

7 citations

Journal ArticleDOI
TL;DR: In this article, an efficient one-step conversion of 3-FORMYLCHROMONES into 3-CYANOCHEMONES is described. But the conversion process is not described.

7 citations

Journal ArticleDOI
TL;DR: The condensation of 4oxo-4H-1-benzopyran-3-carbaldehydes with 3-methyl 1-phenylpyrazolin-5-(4H)-ones in dioxane to afford 3methyl-4-[(chromon-3yl)methylene]-1-pyrrhodophosphamide]-1phenyl pyrazolin 5-(4HO]-ones was performed using MCM-41-SO3H as a catalyst.

7 citations

Journal ArticleDOI
TL;DR: In this paper, a general method was proposed for the synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl)chromones starting from 3-formylchromone.
Abstract: A general method was proposed for the synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl)chromones starting from 3-formylchromone. This aldehyde yields acylhydrazones, from which the corresponding unstable nitrile imines are generated. These intermediates undergo intramolecular 1,3-dipolar cycloaddition.

7 citations

Journal ArticleDOI
TL;DR: A few benzothiazepinyl chromones (II & IV) were prepared by the reaction of 2-amino benzenethiol with new types of chromonyl chalcones (I & III) as mentioned in this paper.
Abstract: A few benzothiazepinyl chromones (II & IV) were prepared by the reaction of 2-amino benzenethiol with new types of chromonyl chalcones (I & III). One representative compound (IVb) was cleaved with hydrazine hydrate and with hydroxylamine hydrochloride to afford pyrazole (V) and isoxazole (VI) derivatives. The structures of these compounds were confirmed by their analytical and spectral analysis. Some of the above compounds were screened for their anti-microbial activity.

6 citations