Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines [PDF]
Molecules, 2021 1,3-Dipolar cycloaddition reactions of 2-substituted 5-R-3-nitropyridines and isomeric 3-R-5-nitropyridines with N-methyl azomethine ylide were studied. The effect of the substituent at positions 2 and 5 of the pyridine ring on the possibility of the [3 ...
Maxim A. Bastrakov +3 more
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Synthesis of bis-spirocyclic derivatives of 3-azabicyclo[3.1.0]hexane via cyclopropene cycloadditions to the stable azomethine ylide derived from Ruhemann's purple [PDF]
Beilstein Journal of Organic Chemistry, 2022 A reliable method for the synthesis of bis-spirocyclic derivatives of 3-azabicyclo[3.1.0]hexanes through the 1,3-dipolar cycloaddition (1,3-DC) reactions of cyclopropenes to the stable azomethine ylide – protonated form of Ruhemann's purple (PRP) has ...
Alexander S. Filatov +4 more
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Exploration of pyrazine-embedded antiaromatic polycyclic hydrocarbons generated by solution and on-surface azomethine ylide homocoupling [PDF]
Nature Communications, 2017 Polyaromatic hydrocarbons can be precisely manipulated to yield ever more complex and discrete graphene analogs, such as nanographenes. Here, the authors use azomethine ylide homocoupling to insert an antiaromatic pyrazine ring into the core of a ...
Xiao-Ye Wang +15 more
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Recent Developments in Azomethine Ylide-Initiated Double Cycloadditions [PDF]
MoleculesAzomethine ylides (AMYs) have a nitrogen–carbon double bond and an electron lone pair on the nitrogen atom. They are essential 1,3-dipoles for [3+2] cycloadditions in the synthesis of pyrrolidine-containing heterocycles.
Tieli Zhou +4 more
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A Molecular Electron Density Theory Study of the [3+2] Cycloaddition Reaction of an Azomethine Ylide with an Electrophilic Ethylene Linked to Triazole and Ferrocene Units [PDF]
Molecules, 2022 The [3+2] cycloaddition (32CA) reaction of an azomethine ylide (AY) with an electrophilic ethylene linked to triazole and ferrocene units has been studied within the Molecular Electron Density Theory (MEDT) at the ωB97X-D/6-311G(d,p) level.
Luis R. Domingo +2 more
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Azomethine Ylides—Versatile Synthons for Pyrrolidinyl-Heterocyclic Compounds
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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Unexpected Course of Reaction Between (1E,3E)-1,4-Dinitro-1,3-butadiene and N-Methyl Azomethine Ylide—A Comprehensive Experimental and Quantum-Chemical Study [PDF]
MoleculesIn recent times, interest in the chemistry of conjugated nitrodienes is still significantly increasing. In particular, the application of these compounds as building blocks to obtain heterocycles is a popular object of research.
Mikołaj Sadowski, Karolina Kula
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Topological classification of cycloadditions occurring on-surface and in the solid-state [PDF]
Communications ChemistryThe study of cycloaddition mechanisms is central to the fabrication of extended sp 2 carbon nanostructures such as graphene nanoribbons and spin chains. Reaction modeling in this context has focused mostly on putative, energetically preferred, exothermic
Juan Li +15 more
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Fully conjugated azacorannulene dimer as large diaza[80]fullerene fragment
Nature Communications, 2022 Heterofullerenes are an important synthetic target for organic chemists. Here, the authors demonstrate a fully conjugated azacorannulene dimer starting from a bifunctional polycyclic aromatic azomethine ylide, providing a powerful method for the bottom ...
Weifan Wang +4 more
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Molecules, 2023 The synthesis of dicyclic spiropyridazine oxoindole derivatives by using [3+3]-cycloaddition of N-unsubstituted isatin N,N′-cyclic azomethine imine 1,3-dipoles was reported.
Guosheng Yang +9 more
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