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Benzopyran

About: Benzopyran is a research topic. Over the lifetime, 1889 publications have been published within this topic receiving 15235 citations.


Papers
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Journal ArticleDOI
TL;DR: In this paper, an electrooxidative carbon-carbon bond cleavage was used for the preparation of 3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylic acid.
Abstract: Electrooxidative carbon–carbon bond cleavage is useful for the preparation of 3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylic acid (1b) from 3-methyl-2-phenyl-8-(1-propenyl)-4H-1-benzopyran-4-one (2). Olefin 2 was transformed into 3-methyl-8-(1,2-epoxypropyl)-3-methyl-2-phenyl-4H-1-benzopyran-4-one (3) by the electrochemical bromohydrination in an MeCN–H2O–H2SO4–NaBr–(Pt) system followed by treatment of aqueous sodium hydroxide (94%). The epoxide 3 was electrooxidized in an MeOH–H2SO4–(C) system, affording 8-formyl-3-methyl-2-phenyl-4H-1-benzopyran-4-one (4) in 83% yield. Hydrogen peroxide oxidation of 4 in refluxing 2-butanone gave 1b in 86% yield.

1 citations

Patent
03 Apr 2018
TL;DR: In this article, a preparation technology of 7-hydroxyl-8-methyl-6-nitro-2-oxo-2H-benzopyran-3-carboxylic acid is presented.
Abstract: The invention provides a preparation technology of 7-hydroxyl-8-methyl-6-nitro-2-oxo-2H-benzopyran-3-carboxylic acid and belongs to the technical field of medicine synthesis. The 7-hydroxyl-8-methyl-6-nitro-2-oxo-2H-benzopyran-3-carboxylic acid serves as a key intermediate of a renal failure resisting drug, namely, nicousamide, 2-hydroxyl-4-methoxy-3-methylbenzaldehyde is taken as an initial material, in step 1, 2-hydroxyl-4-methoxy-3-methylbenzaldehyde is obtained after demethylation, in step 2, 2-hydroxyl-4-methoxy-3-methyl-5-nitrobenzaldehyde is obtained through a nitration reaction, in step 3, 2-hydroxyl-4-methoxy-3-methyl-5-nitrobenzaldehyde is condensed with diethyl malonate and 7-methoxy-8-methyl-6-nitro-2-oxo-2H-benzopyran-3-carboxylic acid is obtained, and in step 4, 7-hydroxyl-8-methyl-6-nitro-2-oxo-2H-benzopyran-3-carboxylic acid is obtained after demethylation.

1 citations

Journal ArticleDOI
TL;DR: In this paper, a reduction of acrylates 1 1 with Zn in THF containing aqueous NH 4 Cl produces the cyclopentadienones 4, whereas with acetic acid reduction produces the cyanopropanoates 5.
Abstract: Reduction of acrylates 1 1 with Zn in THF containing aqueous NH 4 Cl produces the cyclopentadienones 4, whereas with Zn in acetic acid reduction produces the cyanopropanoates 5.

1 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20234
202220
202114
20209
201925
201814