scispace - formally typeset
Search or ask a question
Topic

Benzopyrans

About: Benzopyrans is a research topic. Over the lifetime, 694 publications have been published within this topic receiving 8830 citations.


Papers
More filters
Journal ArticleDOI
TL;DR: In this paper, the synthesis of free aldehyde functionalities of 2,3,5,7-tetrasubstituted benzofurans was investigated.

45 citations

Journal ArticleDOI
TL;DR: In this article, photochromic chromenes annulated with a furan ring have been synthesized, which lead to a mixture of linear and angular chromenes that is strictly related to the nature of the phenol.
Abstract: New photochromic chromenes annulated with a furan ring have been synthesized. Thus, suitable heterocyclic phenols react with different propargylic alcohols in acidic medium to give the corresponding ethers, which cyclize into benzopyrans by thermal Claisen rearrangement. This synthetic approach was found to lead to a mixture of linear and angular chromenes that is strictly related to the nature of the phenol. However, regiospecificity could be obtained by reacting β-phenylcinnamaldehyde, in refluxing aprotic nonpolar solvents, with titanium(IV) salts of the former phenols. Electrocyclization of intermediately generated o-quinoid structures occurs on the α position towards the heterocyclic junction. All compounds exhibit photochromic behavior at room temperature. Furo-fused benzopyrans are particularly interesting with respect to naphthopyran parents in view of the bathochromically shifted and broadened absorption spectra of photoinduced forms. This trend is confirmed by the spectral data of several hetero...

44 citations

Patent
16 Aug 1999
TL;DR: Indanes, benzopyrans and analogues thereof are potassium channel inhibitors and blockers of IKur and have structure (I) where A, B, D, Q, X?1, R, R1, X2 and R2? are as defined herein this article.
Abstract: Indanes, benzopyrans and analogues thereof are potassium channel inhibitors and blockers of IKur and have structure (I) where A, B, D, Q, X?1, R, R1, X2 and R2? are as defined herein. These compounds are useful as antiarrhythmic agents. In addition, a method is provided for preventing cardiac arrythmia employing the above compounds.

44 citations

Journal ArticleDOI
TL;DR: Investigation of leaves of Melicope ptelefolia afforded 18 2,2-dimethyl-2H-1-benzopyrans, consisting of 14 new members, including one benzodipyran and four known compounds, which were established by mass and NMR spectroscopy, especially NOE and HMBC experiments.

42 citations

Journal ArticleDOI
TL;DR: In this article, an antifungal metabolite of Helminthosporium monoceras is shown to be 2,3,3a,9b-tetrahydro-6-hydroxy-7,8-dimethoxy-2-n-propyl-5H-furo[3,2-c][2]benzopyran-5-one (Ia).
Abstract: Monocerin, an antifungal metabolite of Helminthosporium monoceras, is shown to be 2,3,3a,9b-tetrahydro-6-hydroxy-7,8-dimethoxy-2-n-propyl-5H-furo[3,2-c][2]benzopyran-5-one (Ia). Structures are also assigned to three related metabolites—hydroxymonocerin (Id), monocerone (Ie), and monocerolide (V).

42 citations

Network Information
Related Topics (5)
Aryl
95.6K papers, 1.3M citations
87% related
Cycloaddition
39.9K papers, 728.7K citations
85% related
Nucleophile
30.8K papers, 602.8K citations
84% related
Substituent
42.8K papers, 516.7K citations
83% related
Enantioselective synthesis
58.1K papers, 1.6M citations
83% related
Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20234
20229
20214
20203
20192
20186