Azomethine Ylides—Versatile Synthons for Pyrrolidinyl-Heterocyclic Compounds [PDF]
Molecules, 2023 Azomethine ylides are nitrogen-based three-atom components commonly used in [3+2]-cycloaddition reactions with various unsaturated 2π-electron components.
Siva S. Panda +3 more
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Synergistic catalysis for cascade allylation and 2-aza-cope rearrangement of azomethine ylides [PDF]
Nature Communications, 2019 Metallated azomethine ylides are commonly used for the construction of N-heterocycles and α-amino acids. Here, the authors report a synergistic Cu/Ir-catalytic system that converts aldimine esters to a variety of chiral homoallylic amines via a cascade ...
Liang Wei +4 more
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One-Pot Synthesis of Triazolobenzodiazepines Through Decarboxylative [3 + 2] Cycloaddition of Nonstabilized Azomethine Ylides and Cu-Free Click Reactions [PDF]
Molecules, 2019 A one-pot synthesis of triazolobenzodiazepine-containing polycyclic compounds is introduced. The reaction process involves a decarboxylative three-component [3 + 2] cycloaddition of nonstabilized azomethine ylides, N-propargylation, and intramolecular ...
Xiaoming Ma +6 more
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Stereoselective Synthesis of Densely Substituted Pyrrolidines via a [3 + 2] Cycloaddition Reaction between Chiral N-tert-Butanesulfinylazadienes and Azomethine Ylides. [PDF]
Org Lett, 2023 The N-tert-butanesulfinylimine group behaves as a suitable electron-withdrawing group in 1-azadienes, allowing the diastereoselective synthesis of densely substituted pyrrolidines by 1,3-dipolar cycloadditions (1,3-DCs) with azomethylene ylides.
Blanco-López E +3 more
europepmc +4 more sources
Application of 1,3-Dipolar Reactions between Azomethine Ylides and Alkenes to the Synthesis of Catalysts and Biologically Active Compounds. [PDF]
European J Org Chem, 2018 The (3+2) cycloaddition between azomethine ylides and alkenes is an efficient, convergent and stereocontrolled method for the synthesis of unnatural pyrrolidine and proline scaffolds.
Arrastia I, Arrieta A, Cossío FP.
europepmc +4 more sources
Stereoselective cyclo-addition reactions of azomethine ylides catalysed by in situ generated Ag(I)/bisphosphine complexes [PDF]
Journal of the Serbian Chemical Society, 2010 Stereoselective cyclo-addition reactions of azomethine ylides promoted by in situ generated Ag(I)/bisphosphine complexes were studied. Under the optimised conditions, the pyrrolidine products were isolated in up to 84 % yield and with up to 71 % e.e. The
VLADIMIR SAVIĆ +2 more
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11H-Benzo[4,5]imidazo[1,2-a]indol-11-one as a New Precursor of Azomethine Ylides: 1,3-Dipolar Cycloaddition Reactions with Cyclopropenes and Maleimides. [PDF]
Int J Mol Sci, 2022 The possibility of generating azomethine ylides from 11H-benzo[4,5]imidazo[1,2-a]indol-11-one and amino acids is shown for the first time. Based on the cycloaddition reactions of these azomethine ylides with cyclopropenes and maleimides, cyclopropa[a ...
Filatov AS +6 more
europepmc +2 more sources
[3+2]-Cycloaddition of azomethine ylides to 5-methylidene-3-aryl-2-сhalcogen-imidazolones: access to dispiro indolinone-pyrrolidine-imidazolones [PDF]
Royal Society Open Science, 2022 A synthesis of dispiro derivatives from 5-methylidene-2-chalcogenimidazolones and azomethine ylides generated from isatins and N-substituted α-amino acids has been developed.
Maxim E. Kukushkin +9 more
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Different Behavior of 2-Substituted 3-Nitro-2H-chromenes in the Reaction with Stabilized Azomethine Ylides Generated from α-Iminoesters [PDF]
Molecules, 2022 The AgOAc-catalysed reaction of 3-nitro-2-phenyl-2H-chromenes with stabilized azomethine ylides generated from the imines based on methyl glycinate and arylaldehydes leads to a mixture of endo and endo’ isomers of the corresponding chromeno[3,4-c ...
Ivan A. Kochnev +6 more
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Enantioselective, Decarboxylative (3+2)-Cycloaddition of Azomethine Ylides and Chromone-3-Carboxylic Acids [PDF]
Molecules, 2022 Herein, we describe the synthesis of a variety of chiral hybrid pyrrolidine-chromanone polycyclic derivatives. A convenient (3+2)-annulation of azomethine ylides with chromone-3-carboxylic acid realized under Brønsted base catalysis produced highly ...
Ewelina Kowalska +2 more
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