The 1,3-dipolar cycloaddition is a chemical reaction between a 1,3-dipole and a dipolarophile to form a five-membered ring. The earliest 1,3-dipolar cycloadditions...
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The azide-alkyne Huisgen cycloaddition is a 1,3-dipolar cycloaddition between an azide and a terminal or internal alkyne to give a 1,2,3-triazole. Rolf...
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(4 + 2)-cycloaddition, the 1,3-dipolar cycloaddition is a (3 + 2)-cycloaddition and cyclopropanation of a carbene with an alkene a (2 + 1)-cycloaddition. A...
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a concerted [3+2] cycloaddition to the triple bond in a cyclooctyne in the same mechanism as the Huisgen 1,3-dipolar cycloaddition. Substituents other...
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The Diazoalkane 1,3-dipolar cycloaddition is a 1,3-dipolar cycloaddition (an organic reaction) between a 1,3-dipole diazo compound (notably diazomethane)...
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ylides are nitrogen-based 1,3-dipoles, consisting of an iminium ion next to a carbanion. They are used in 1,3-dipolar cycloaddition reactions to form five-membered...
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that fulfill the requirements of bioorthogonality, including the 1,3-dipolar cycloaddition between azides and cyclooctynes (also termed copper-free click...
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cycloaddition process. This reaction is a 1,3-dipolar cycloaddition, in which the nitrone acts as the 1,3-dipole, and the alkene or alkyne as the dipolarophile...
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reactants in 1,3-dipolar cycloadditions. The dipole has at least one resonance structure with positive and negative charges having a 1,3 relationship...
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reaction of münchnones and alkynes. The reaction mechanism involves 1,3-dipolar cycloaddition followed by loss of carbon dioxide by a retro-Diels–Alder process...
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Ylide (section Dipolar cycloadditions)
phosphorus) but there are more. Some ylides are 1,3-dipoles and interact in 1,3-dipolar cycloadditions. For instance an azomethine ylide is a dipole in...
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following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and...
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in 1,3-dipolar cycloadditions. Also 1,4-dipolars, 1,5-dipolars, and so on exist. Phosphonium ylide Diazomethane Carbonyl oxide Zwitterion Ylide 1,3-dipole...
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Isoindoline (redirect from 1,3-Disubstituted Isoindolines)
Isoindolines via One-Pot Sequential Cu(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition/Aromatization DOI: 10.1021/ol302987h Asymmetric organocatalytic...
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that fulfill the requirements of bioorthogonality, including the 1,3-dipolar cycloaddition between azides and cyclooctynes (also termed copper-free click...
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with triethylamine to activate nitro groups to undergo (C,O) 1,3-dipolar cycloaddition (as opposed to O,O). The nitro group (RCH2NO2) is converted to...
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achievement was the development of the 1,3-dipolar cycloaddition reaction, also called the Huisgen cycloaddition. Huisgen was born in Gerolstein in Rhineland-Palatinate...
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Nitrone (section 1,3-dipolar cycloadditions)
application is intermediates in chemical synthesis. A nitrone is a 1,3-dipole used in cycloadditions, and a carbonyl mimic. Nitrones, as a tetrasubstituted double...
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the Curtius rearrangement. Rolf Huisgen described the eponymous 1,3-dipolar cycloaddition. The interest in azides among organic chemists has been relatively...
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copper(I), it allows for quantitative, regioselective formal Huisgen 1,3-dipolar cycloadditions between alkynes and azides, in a variety of aqueous and organic...
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Woodward–Hoffmann rules (redirect from 2+2 Cycloaddition)
(4+2)-cycloaddition) is [π4s + π2s]. The 1,3-dipolar cycloaddition of ozone and an olefin in the first step of ozonolysis (a (3+2)-cycloaddition) is [π4s...
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Ozonolysis (category Cycloadditions)
or ketone (3) in a retro-1,3-dipolar cycloaddition. The oxide and aldehyde or ketone react again in a 1,3-dipolar cycloaddition, producing a relatively...
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Diazo (section In cycloadditions)
azides using phosphines: Diazo compounds react as 1,3-dipoles in diazoalkane 1,3-dipolar cycloadditions. Diazo compounds are used as precursors to carbenes...
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agricultural insecticides. 2-Isoxazolines are generally produced by the 1,3-dipolar cycloaddition of nitrile oxides with alkenes. This has been applied in a diastereoselective...
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Aziridines (section 1,3-dipole formation)
These ylides can be trapped with a suitable dipolarophile in a 1,3-dipolar cycloaddition. When the N-substituent is an electron-withdrawing group such...
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R2C=S=S, they are more usefully classified as 1,3-dipoles and indeed participate in 1,3-dipolar cycloadditions. Thiosulfines are proposed to exist in equilibrium...
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or diazo compounds to generate the Diels–Alder or diazoalkane 1,3-dipolar cycloaddition products, respectively. Stable small-ring cycloalkynes have subsequently...
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Examples include via a 1,3-dipolar cycloaddition of nitrile oxides with alkynes; or the reaction of hydroxylamine with 1,3-diketones or derivatives...
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compounds or carbenes. N-heterocycles can be synthesized through 1,3-dipolar cycloaddition reactions. Ketone hydrazones are defunctionalized using mild reagents...
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: 934–936 or halooxime elimination in base. They are used in 1,3-dipolar cycloadditions,: 1187–1192 such as to isoxazoles.: 1201–1202 They undergo type...
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