Journal ArticleDOI
Intramolecular Heck Reaction on Bromobenzyloxy-Substituted Chromenes: Formation of Chelated Ketones
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TLDR
In this paper, the Heck reaction on 2-bromobenzyloxy-substituted 4H-chromene derivatives using Pd(OAc)2 in Aliquat 336 and N,N-dimethylformamide mixture leads to intramolecular heteroannulation along with hydrolysis, affording chelated 6H-benzo[c]chromen-2-yl ketones.About:
This article is published in Synthetic Communications.The article was published on 2013-03-06. It has received 5 citations till now. The article focuses on the topics: Heck reaction & Regioselectivity.read more
Citations
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Journal ArticleDOI
The amino side chains do matter: chemoselectivity in the one-pot three-component synthesis of 2-amino-4H-chromenes by supramolecular catalysis with amino-appended β-cyclodextrins (ACDs) in water
Yufeng Ren,Bo Yang,Xiali Liao +2 more
TL;DR: In this study, the one-pot three-component synthesis of 2-amino-4H-chromenes was accomplished by supramolecular catalysis using a series of well-designed amino-appended β-cyclodextrins (ACDs) in water.
Journal ArticleDOI
Synthesis and characterization of a novel Fe3O4@SiO2–BenzIm-Fc[Cl]/BiOCl nano-composite and its efficient catalytic activity in the ultrasound-assisted synthesis of diverse chromene analogs
TL;DR: In this article, a magnetically recoverable Fe3O4@SiO2−BenzIm-Fc[Cl]/BiOCl nano-composite was synthesized using a simple chemical co-precipitation method.
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Comparative in vivo evaluation of polyalkoxy substituted 4H-chromenes and oxa-podophyllotoxins as microtubule destabilizing agents in the phenotypic sea urchin embryo assay.
Marina N. Semenova,Dmitry V. Tsyganov,Oleg R. Malyshev,Oleg V. Ershov,Ivan N. Bardasov,Roman V. Semenov,Alex S. Kiselyov,Victor V. Semenov +7 more
TL;DR: A series of polyalkoxy substituted 7-hydroxy- and 7-methoxy-4-aryl-4H-chromenes evaluated using the sea urchin embryo model yielded several compounds exhibiting potent antimitotic microtubule destabilizing activity.
References
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Journal ArticleDOI
Heck arylation of allylic alcohols in molten salts
TL;DR: The Heck coupling of ArX (X=I, Br) with allylic alcohols, carried out at 80-120°C in molten n-Bu4NBr using NaHCO3 as base and PdCl2 as catalyst without extra ligands, leads to the corresponding β-arylated carbonyl compounds.
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An improved synthesis of Biginelli-type compounds via phase-transfer catalysis
TL;DR: In this paper, 3,4-Dihydropyrimidin-2(1H)-one, 3, 4-dihydrocycledimine derivatives were synthesized by modified Biginelli cyclocondensation reaction in a time-efficient manner with near quantitative yields starting from appropriately substituted aromatic aldehyde, β-ketoester and either urea, thiourea or guanidine as constituent synthons using tetra-butyl ammonium bromide (TBAB) as catalyst for the first time.
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The anti-rheumatic potential of a series of 2,4-di-substituted-4H-naphtho[1,2-b]pyran-3-carbonitriles
Smith Colin William,James M. Bailey,Michael E.J. Billingham,Srinivasan Chandrasekhar,Dell Colin Peter,Anita K. Harvey,Caroline A Hicks,Ann E. Kingston,Graham N. Wishart +8 more
TL;DR: A series of naphtho[1,2-b]pyran-3-carbonitriles with enhanced stability under acid conditions has been synthesized and examined for antiproliferative and anti-inflammatory activity as discussed by the authors.
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Controlling stereoselection in intramolecular heck reactions by tailoring the palladium catalyst
Andrew Madin,Larry E. Overman +1 more
TL;DR: In this article, a cyclization of the acryloyl 2′-bromoanilide 1a with a "ligandless" palladium(0) catalyst was shown to yield the pentacyclic oxindole 2a (ds = 9:1).
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Synthesis of benzofurans in ionic liquid by a PdCl2-catalyzed intramolecular Heck reaction
TL;DR: PdCl2-catalyzed intramolecular Heck reaction was conducted in ionic liquid, 1-n-butyl-3-methylimidazolium tetraborate ([BMIm] BF4), substituted benzofurans were obtained in modest to satisfactory yields as discussed by the authors.