Chemistry and application of 4-oxo-4H-1-benzopyran-3-carboxaldehyde
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.
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71 citations
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
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
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
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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TL;DR: In vitro evaluation of dihydroxanthones demonstrated that some derivatives possess moderate anti-cholinesterase activities and better selectivities than tacrine for acetylcholinersterase over butyrylcholiersterase.
22 citations
TL;DR: The 3-(aryliminomethyl) group of 3-chromones has been shown to facilitate addition to the system of a variety of alcohols and thiols and certain thiol adducts can be cyclised to thiazepine derivatives as discussed by the authors.
Abstract: Whereas chromones are usually cleaved by amines. 3-(aryliminomethyl)chromones undergo nucleophilic addition with aromatic primary amines to give 2-amino-3-(arylaminomethylene)chroman-4-one derivatives. The 3-(aryliminomethyl) group also facilitates addition to the system of a variety of alcohols and thiols, and certain thiol adducts can be cyclised to thiazepine derivatives. The action of manganese dioxide on 3-(aryliminomethyl)chromones leads to 3-(arylaminomethylene)chroman-2,4-diones.
22 citations
TL;DR: In this paper, 3-Acylchromone acetals are lithiated at C-2 and electrophilic trapping gives chromones 4 together with a ring-contracted dimer 6.
21 citations
TL;DR: Chromones 1 react with diamine 2 to give various products depending on the nature of the position 3 substituent in the heterocycle as discussed by the authors, where diamine is the most common substitution.
21 citations
TL;DR: In this article, the results of the kinetic study have confirmed that 3-(aryliminomethyl)chromones are formed from 2-alkoxy-3-(arylaminomethemomethylene)chroman-4-ones.
21 citations