Stereoselective Synthesis of &amp;lt;i&amp;gt;cis&amp;lt;/i&amp;gt;-Substituted-3’-anilino-2’, 3’-dihydro-4-2’-benzo[&amp;lt;i&amp;gt;b&amp;lt;/i&amp;gt;]furanylcoumarins via Intramolecular Aldol Reactions

Shastri, Lokesh A.; Shastri, Samundeeswari L.; Kulkarni, Manohar V.; Gupta, Vivek K.; Goswami, Sanjeev

doi:10.4236/ijoc.2012.21008

Cited by 3 publications

(2 citation statements)

References 31 publications

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“…Present report illustrates a rare C—C bond forming reaction between the N ‐hydroxymethylated product and an enolate stabilized C 4− CH 2 function attached to the coumarin ring. Reactivity of the C‐4 methylene group of coumarin has been demonstrated by our earlier work related to the reactions of ortho substituted 4‐aryloxymethyl coumarins leading to the formation of 4‐2′ benzo[ b ]furanyl coumarins , 2,3‐dihydrobenzofuranols , and the corresponding arylamines . Proposed structures 6 for the products obtained are supported by spectral data.…”

Section: Resultssupporting

confidence: 53%

Mannich Reaction as a New Route for the Synthesis of Tetrahydro Pyrimido Benzimidazolyl Coumarins

Madhura

Kulkarni

Shah³

et al. 2014

Journal of Heterocyclic Chem

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Section: Resultssupporting

confidence: 53%

Mannich Reaction as a New Route for the Synthesis of Tetrahydro Pyrimido Benzimidazolyl Coumarins

Madhura

Kulkarni

Shah³

et al. 2014

Journal of Heterocyclic Chem

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“…Our interest in the dihydrobenzofuran, pyrimidine and pyranopyrazole coumarins analogs were we discussed the antimicrobial activity and identified that coumarinopyrimidines are selective against S.aureus . Prompted by the above cited observation; we were encouraged to synthesis coumarinodihydrofurano derivatives by using multicomponent reaction (MCRs) approach.…”

Section: Introductionmentioning

confidence: 99%

The anti‐inflammatory Design, Synthesis and Exploiting Pharmacological Activities of 2,3‐Dihydrofuranocoumarins as Multi‐Therapeutic Agents

et al. 2018

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Our recent research interest regarding synthesis of bioactive furanocoumarin derivatives, we have developed pyridinium yield assisted synthesis of 2,3‐dihydrofuran coumarin derivatives via, multicomponent one step reaction with excellent yield. All compounds 4(a–p) and 6(a–b) were screened for their in vitro antimicrobial, Anti‐inflammatory and cytotoxicity activity. The activity results demonstrated that, synthesized compounds are selective against both Gram positive bacterial strains B.subtilis, S.aureus and inactive against Gram negative bacterial strains E.coli, P.aeruginosa. Similarly, compounds are highly potent against both fungal strains C.albicans and C.tropicalis over standard drugs Fuconazole. The anti‐inflammatory activity was examined using egg albumin protein denaturation and Human red blood cell membrane stabilization methods; in both methods anti‐inflammatory results are highly promising. Compounds 4 a, 4 b, 4 d and 4 o exhibited potential cytotoxic activity against lung cancer cell lines with IC50 value ranging from 0.29 to 0.35 μM. Identifying the active antimicrobial and anti‐inflammatory agent is as essential factor for the successful development of lead molecules in drug designing. Molecular docking study was performed for all the compounds and docking result reveals that compounds are possessing drug like property.

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Biheterocyclic Coumarins: A Simple Yet Versatile Resource for Futuristic Design and Applications in Bio-molecular and Material Chemistry

Anand

Khanapurmath

Kulkarni

et al. 2022

COC

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Coumarin derivatives occur widely in nature and have been a part of both traditional and modern advancements in synthesis and application. To date, thousands of coumarin derivatives have been synthesized in labs or isolated from plant and marine life. These are essentially 2-pyrone core fused with a benzene ring and belong to the family of aromatic oxygen heterocycles. Coumarin in conjugation with various other heterocyclic systems has provided a robust framework in tuning the properties associated with the parent structure. The frequency of reports increased for these biheterocyclic systems from the mid of the twentieth century. Biheterocyclic coumarins also attracted many organic, and pharmaceutical chemists as these systems serve as useful synthetic intermediates in the synthesis of analogs of existing drugs. Its application in the design of effective organocatalysts and chemosensors further extended its versatility. Coumarin biheterocyclic core is utilized in the rational design and tuning complex molecular entities in molecular recognition, analytical and material chemistry. This review will highlight the advancements in the synthesis and applications of coumarin-linked nitrogen, oxygen, and sulfur heterocycles. It will also engage an account of forming five-, six-, and seven-membered heterocyclic rings linked to coumarin core. Critical physicochemical properties coupled with its application will make this review handy for synthetic chemists and drug discovery labs. A comprehensive spectrum of literature in this review will facilitate further development in biheterocycles with promising applications in the future.

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Stereoselective Synthesis of <i>cis</i>-Substituted-3’-anilino-2’, 3’-dihydro-4-2’-benzo[<i>b</i>]furanylcoumarins via Intramolecular Aldol Reactions

Cited by 3 publications

References 31 publications

Mannich Reaction as a New Route for the Synthesis of Tetrahydro Pyrimido Benzimidazolyl Coumarins

Mannich Reaction as a New Route for the Synthesis of Tetrahydro Pyrimido Benzimidazolyl Coumarins

The anti‐inflammatory Design, Synthesis and Exploiting Pharmacological Activities of 2,3‐Dihydrofuranocoumarins as Multi‐Therapeutic Agents

Biheterocyclic Coumarins: A Simple Yet Versatile Resource for Futuristic Design and Applications in Bio-molecular and Material Chemistry

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