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Search for "three-component reaction" in Full Text gives 138 result(s) in Beilstein Journal of Organic Chemistry.

Synthesis of spiro[dihydropyridine-oxindoles] via three-component reaction of arylamine, isatin and cyclopentane-1,3-dione

  • Yan Sun,
  • Jing Sun and
  • Chao-Guo Yan

Beilstein J. Org. Chem. 2013, 9, 8–14, doi:10.3762/bjoc.9.2

Graphical Abstract
  • three-component reaction of arylamine, isatin and cyclopentane-1,3-dione. Results and Discussion Recently we found that the four-component reactions of arylamine, acetylenedicarboxylate, isatin and dimedone in acetic acid resulted in the novel functionalized tetrahydrospiro[indoline-3,2’-quinoline
  • -5-methylisatin and cyclopentane-1,3-dione in acetic acid was carried out at room temperature. After workup, we were a little surprised to find that there was no unit of acetylenedicarboxylate in the obtained product (Scheme 1b). In another experiment, the three-component reaction of isatin
  • that the three-component reaction of arylamine, isatin and clopentane-1,3-dione gave the final spiro product, while the acetylenedicarboxylate could not take part in the reaction. Attention was therefore turned to evaluate the generality of the three-component reaction of arylamine, isatin and
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Published 03 Jan 2013

Reactions of salicylaldehyde and enolates or their equivalents: versatile synthetic routes to chromane derivatives

  • Ishmael B. Masesane and
  • Zelalem Yibralign Desta

Beilstein J. Org. Chem. 2012, 8, 2166–2175, doi:10.3762/bjoc.8.244

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  • 24 in 94% yield (Scheme 9) [22]. In 2009, Shanthi and co-workers reported the use of the amino acid L-proline as a catalyst in a three component reaction of salicylaldehyde, malononitrile and indole for the synthesis of 2-aminochromene 27 in 90% yield (Scheme 10) [23] The synthesis proceeds through a
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Published 12 Dec 2012

Features of the behavior of 4-amino-5-carboxamido-1,2,3-triazole in multicomponent heterocyclizations with carbonyl compounds

  • Eugene S. Gladkov,
  • Katerina A. Gura,
  • Svetlana M. Sirko,
  • Sergey M. Desenko,
  • Ulrich Groth and
  • Valentin A. Chebanov

Beilstein J. Org. Chem. 2012, 8, 2100–2105, doi:10.3762/bjoc.8.236

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  • sequential procedure via the preliminary synthesis of 2-cycloheptylidenecycloheptanone but not by a three-component reaction involving cycloheptanone. ABC-type MCR between 4-amino-5-carboxamido-1,2,3-triazole, aldehydes and cyclohexanone or 1,3-cyclohexandiones leads to the formation of 4,5,6,7,8,9-hexahydro
  • or thermal heating was substituted by ultrasonication at ambient temperature or when the three-component reaction was replaced by a sequential protocol via the preliminary synthesis of cyclic α,β-unsaturated ketones. Some MCRs of aminoazoles with controlled switching of the direction. Some possible
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Published 30 Nov 2012

Facile synthesis of functionalized tetrahydroquinolines via domino Povarov reactions of arylamines, methyl propiolate and aromatic aldehydes

  • Jing Sun,
  • Hong Gao,
  • Qun Wu and
  • Chao-Guo Yan

Beilstein J. Org. Chem. 2012, 8, 1839–1843, doi:10.3762/bjoc.8.211

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  • the functionalized tetrahydroquinolines 2a–2e were successfully obtained in good yields (Table 2). This result showed that this domino Povarov reaction has a broad substrate scope. Conclusion In summary we investigated the domino three-component reaction of aromatic aldehydes, arylamines and methyl
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Published 26 Oct 2012

Copper-catalyzed CuAAC/intramolecular C–H arylation sequence: Synthesis of annulated 1,2,3-triazoles

  • Rajkumar Jeyachandran,
  • Harish Kumar Potukuchi and
  • Lutz Ackermann

Beilstein J. Org. Chem. 2012, 8, 1771–1777, doi:10.3762/bjoc.8.202

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  • catalyst for two mechanistically distinct transformations for the synthesis of fully substituted annulated 1,2,3-triazoles as well as for twofold N–H/C–H bond arylations. Notable features of our strategy include (i) the development of a chemoselective C–H arylation-based three-component reaction, as well
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Published 16 Oct 2012

Organocatalytic tandem Michael addition reactions: A powerful access to the enantioselective synthesis of functionalized chromenes, thiochromenes and 1,2-dihydroquinolines

  • Chittaranjan Bhanja,
  • Satyaban Jena,
  • Sabita Nayak and
  • Seetaram Mohapatra

Beilstein J. Org. Chem. 2012, 8, 1668–1694, doi:10.3762/bjoc.8.191

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  • quadruple-cascade reaction exemplifies an efficient three-component reaction. In 2010 Wang et al. [11] reported the highly enantioselective synthesis of trisubstituted chiral 4H-chromenes 20 through iminium-allenamide catalysis. The reaction consists of a Michael–Michael-cascade sequence between alkynals 5
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Published 04 Oct 2012

Enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systems

  • Nouria A. Al-Awadi,
  • Maher R. Ibrahim,
  • Mohamed H. Elnagdi,
  • Elizabeth John and
  • Yehia A. Ibrahim

Beilstein J. Org. Chem. 2012, 8, 441–447, doi:10.3762/bjoc.8.50

Graphical Abstract
  • Nouria A. Al-Awadi Maher R. Ibrahim Mohamed H. Elnagdi Elizabeth John Yehia A. Ibrahim Chemistry Department, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, Kuwait 10.3762/bjoc.8.50 Abstract An efficient three component reaction with enaminones, primary amines and aldehydes
  • in the mapping of enzyme kinetics by means of the fluorescence similarity to NADH [11][12][13]. Moreover, there has been recent interest in the synthesis of dihydropyridine derivatives, due to their wide range of biological activity [14][15], by a one-pot three-component reaction with aliphatic
  • % yield by microwave irradiation with R-1-phenylethylamine in this three-component reaction. The bis(dihydropyridines) 5a,b were obtained in 75–92% yield with ethylenediamine and 1,3-diaminopropane as the primary amines, respectively. The 4-(1-naphthyl)dihydropyridines 6a–f and 4-(phenanthren-9-yl
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Published 26 Mar 2012

Regioselectivity in the multicomponent reaction of 5-aminopyrazoles, cyclic 1,3-diketones and dimethylformamide dimethylacetal under controlled microwave heating

  • Kamal Usef Sadek,
  • Ramadan Ahmed Mekheimer,
  • Tahany Mahmoud Mohamed,
  • Moustafa Sherief Moustafa and
  • Mohamed Hilmy Elnagdi

Beilstein J. Org. Chem. 2012, 8, 18–24, doi:10.3762/bjoc.8.3

Graphical Abstract
  • triethylamine as base produces the more thermodynamically stable dihydropyridine (Hantzsch-type product). In addition, the nature of the catalyst plays an important role [20]. A one-pot three component reaction of 5-amino-1H-pyrazole-4-carbonitrile, dimedone and triethylorthoesters in toluene under reflux was
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Published 04 Jan 2012

Amines as key building blocks in Pd-assisted multicomponent processes

  • Didier Bouyssi,
  • Nuno Monteiro and
  • Geneviève Balme

Beilstein J. Org. Chem. 2011, 7, 1387–1406, doi:10.3762/bjoc.7.163

Graphical Abstract
  • -step reaction with, first, a Sonogashira coupling of o-haloanilines with terminal alkynes, followed by a cyclization reaction of the resulting 2-alkynyaniline derivatives [26][27]. A strategy for the preparation of indoles through a three-component reaction consisted of generating the terminal alkyne
  • Pd-catalyzed cross-coupling approach starting from 1-chloro-2-iodobenzenes, phenylacetylene and a variety of primary amines [28][29]. The sequential three-component reaction was performed with the aid of an N-heterocyclic carbene-palladium complex generated in situ, derived from imidazolium salt 50
  • completion. A variety of amines were involved in this one-pot sequential three-component reaction allowing the introduction of different protecting groups of the indole moiety. This site-selective, Pd/Cu-catalyzed cross-coupling approach was also performed on 1-chloro-2-iodo-4-(trifluoromethyl)benzene as o
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Published 10 Oct 2011

Multicomponent synthesis of artificial nucleases and their RNase and DNase activity

  • Anton V. Gulevich,
  • Lyudmila S. Koroleva,
  • Olga V. Morozova,
  • Valentina N. Bakhvalova,
  • Vladimir N. Silnikov and
  • Valentine G. Nenajdenko

Beilstein J. Org. Chem. 2011, 7, 1135–1140, doi:10.3762/bjoc.7.131

Graphical Abstract
  • or 12 carbon atoms by the standard formylation–dehydration protocol (Scheme 2). We found that these diisocyanides 3 participate successfully in the catalytic three-component reaction via a modified List procedure [25]. Diamides 4 with benzyl protective groups were synthesized in moderate to good
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Published 19 Aug 2011

A practical two-step procedure for the preparation of enantiopure pyridines: Multicomponent reactions of alkoxyallenes, nitriles and carboxylic acids followed by a cyclocondensation reaction

  • Christian Eidamshaus,
  • Roopender Kumar,
  • Mrinal K. Bera and
  • Hans-Ulrich Reissig

Beilstein J. Org. Chem. 2011, 7, 962–975, doi:10.3762/bjoc.7.108

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  • procedures, we decided to purify the reaction mixture at the stage of the β-alkoxy-β-ketoenamides 58 obtained by the three-component reaction. Recently we demonstrated that β-alkoxy-β-ketoenamides are not only valuable intermediates in the synthesis of 4-hydroxypyridines 57, but that they can also serve as
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Published 13 Jul 2011

New acylides: synthesis of 3-O-[γ-(4-oxo-2-aryl- thiazolidin- 3-yl)butyryl]erythromycin A derivatives

  • Deepa Pandey,
  • Wahajul Haq and
  • Seturam B. Katti

Beilstein J. Org. Chem. 2008, 4, No. 14, doi:10.3762/bjoc.4.14

Graphical Abstract
  • -thiazolidin-3-yl)butyryl]erythromycin A derivatives have been synthesized. The 3-hydroxy group was derivatised to a primary amine and subsequently the thiazolidinone nucleus was generated at the amino functionality through DCC mediated one-pot three-component reaction in good yields. Background Second
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Published 13 May 2008

An efficient synthesis of novel pyrano[2,3-d]- and furopyrano[2,3-d]pyrimidines via indium- catalyzed multi- component domino reaction

  • Dipak Prajapati and
  • Mukut Gohain

Beilstein J. Org. Chem. 2006, 2, No. 11, doi:10.1186/1860-5397-2-11

Graphical Abstract
  • -nitrobenzaldehyde 2a, ethyl vinyl ether 4 in acetonitrile:water (3:1) and in presence of 1 mol% indium(III) trichloride, a one-pot three-component reaction proceeded spontaneously at room temperature. After completion and usual work-up the corresponding pyrano [2,3-d]pyrimidine derivative 5a was obtained in 99
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Published 13 Jun 2006
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