A series of novel coumarinyl 1,4-benzodioxanes were successfully synthesized from electronically diverse 2-[(o-iodophenoxy)methyl]oxiranes and different positional isomers of hydroxycoumarin via one-pot tandem nucleophilic displacement and copper-mediated intramolecular C-O coupling reaction using CuI and 1,10-phenanthroline as the efficient catalytic system. All the compounds were characterized by 1H, 13C NMR, IR, HRMS spectra and a selected set of newly synthesized compounds offered noticeable in vitro free hydroxyl radical scavenging activity in a systematic dose dependent manner which signifies their excellent biological potential. © 2012 Elsevier Ltd. All rights reserved.

ASISH DAS

Chemistry

DEBASISH BANDYOPADHYAY

Physiology

G PAL

P BHATTACHARYYA

A K GHOSH

D MUKHERJEE

University of Calcutta (informally known as Calcutta University or CU) is a collegiate public state university located in Kolkata, West Bengal, India.&nbsp;Within India it is recognized as a &quot;Five-Star University&quot; and accredited &quot;A&quot; Grade by National Assessment and Accreditation Council.

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The University of Calcutta has secured the Fifth position among the Universities of India in the prestigious &quot;Indian University Ranking 2019&quot; list, released by the NIRF of the Ministry of Human Resource Development, Government of India.

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It was established on 24 January 1857, and was one of the first institutions in Asia to be established as a multidisciplinary and Western-style university. Its alumni and faculty include several heads of state, heads of government, social reformers, prominent artists, only academy award winner and Dirac medal winner in India, many Fellows of the Royal Society and five Nobel laureates as of 2019 which is highest in South Asia.

University Of Calcutta

Tetrahedron Letters

A one-flask thioetherification of pyrazolones has been demonstrated by transforming several pyrazolones to their corresponding 4-mercaptopyrazolone derivatives and employing them towards cross-coupling with various aromatic and heteroaromatic iodides by applying Pd(OAc)2/xantphos as the catalytic system. The coupling ability of these thiol intermediates with 2,3-dichloropyrazine through an aromatic SN2 pathway has also been established. This methodology provides the use of inexpensive starting materials along with a short reaction time. © 2017 The Royal Society of Chemistry.

Organic and Biomolecular Chemistry

One-flask synthesis of pyrazolone thioethers involving catalyzed and uncatalyzed thioetherification pathways of pyrazolones

A highly convergent, efficient and practical heteroannulation protocol for the synthesis of a library of coumarin and uracil fused pyrrole derivatives has been developed. Reactions involving the CuFe2O4 catalyzed one-pot three-component domino coupling of 6-aminouracil/4-aminocoumarin, aldehydes and nitromethane resulted in highly substituted coumarin and uracil fused pyrrole derivatives, making this strategy very useful in diversity-oriented synthesis (DOS). CuFe2O4 magnetic nanoparticles were prepared by a simple and effective citric acid complex method and characterized by using XRD, FT-IR, and TEM images. The easy recovery of the catalyst and high yield of the products makes the protocol attractive, sustainable and economic. The catalyst was recycled for six cycles with almost unaltered catalytic activity. © The Royal Society of Chemistry 2013.

RSC Advances

Three-component synthesis of a polysubstituted pyrrole core containing heterocyclic scaffolds over magnetically separable nanocrystalline copper ferrite

A novel, one-pot, three-component condensation reaction of 3-(bromoacetyl)coumarin, acetylacetone, and an amine using the inexpensive, environmentally benign, and mild catalyst alum as an efficient catalyst and the water-PEG 400 binary solvent system gives 3-(1-aryl-4-acetyl-5-methyl-1H-pyrrol- 2-yl)-2H-chromen-2-ones, a new heterocyclic scaffold containing both the coumarin and pyrrole nuclei in a single molecule, in good to excellent yields. This methodology offers several advantages: simple procedure, excellent yields, short reaction times, and green aspects such as avoiding toxic catalysts and solvents.© Georg Thieme Verlag Stuttgart . New York.

Fulltext

Synthesis (Germany)

Alum-catalyzed synthesis of 3-(1H-pyrrol-2-yl)-2H-chromen-2-ones: A water-peg 400 binary solvent mediated, one-pot, three-component protocol

A convenient protocol for the efficient synthesis of aryloxycoumarins and (aryloxyimino)ethylcoumarins is described. The synthetic route developed involves the Cu-promoted C-O and N-O coupling reactions from readily available hydroxycoumarin and (hydroxyimino)ethylcoumarin derivatives in the presence of the catalytic system Cu(OAc) 2/Et 3N. By applying this condition, a series of arylboronic acids have been successfully reacted to afford the coupled products in fair to good yields. © 2013 Taylor &amp; Francis Group, LLC.

Synthetic Communications

Expedient synthesis of biologically potent aryloxycoumarins and (aryloxyimino)ethylcoumarins via copper(II)-promoted chan-lam coupling reaction

The Journal of Organic Chemistry

Synthesis of 8-Aryl-Substituted Coumarins Based on Ring-Closing Metathesis and Suzuki–Miyaura Coupling: Synthesis of a Furyl Coumarin Natural Product from Galipea panamensis

Journal of Biological Chemistry

Vipirinin, a Coumarin-based HIV-1 Vpr Inhibitor, Interacts with a Hydrophobic Region of VPR

Chemistry - A European Journal

Copper- or Iron-Catalyzed Arylation of Phenols from respectively Aryl Chlorides and Aryl Iodides

Bioorganic & Medicinal Chemistry

Synthesis and glycogen phosphorylase inhibitor activity of 2,3-dihydrobenzo[1,4]dioxin derivatives

Design and synthesis of coumarinyl 1,4-benzodioxanes as potential anti-oxidant

Journal	Data powered by TypesetTetrahedron Letters
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ISSN	0040-4039
Open Access	No