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...

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...

(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...

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...

The Diazoalkane 1,3-dipolar cycloaddition is a 1,3-dipolar cycloaddition (an organic reaction) between a 1,3-dipole diazo compound (notably diazomethane)...

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...

that fulfill the requirements of bioorthogonality, including the 1,3-dipolar cycloaddition between azides and cyclooctynes (also termed copper-free click...

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...

reactants in 1,3-dipolar cycloadditions. The dipole has at least one resonance structure with positive and negative charges having a 1,3 relationship...

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...

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...

(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...

that fulfill the requirements of bioorthogonality, including the 1,3-dipolar cycloaddition between azides and cyclooctynes (also termed copper-free click...

Isoindolines via One-Pot Sequential Cu(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition/Aromatization DOI: 10.1021/ol302987h Asymmetric organocatalytic...

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...

achievement was the development of the 1,3-dipolar cycloaddition reaction, also called the Huisgen cycloaddition. Huisgen was born in Gerolstein in Rhineland-Palatinate...

reaction Cycloaddition 1,3-Dipolar cycloaddition Azide-alkyne Huisgen cycloaddition Diels–Alder reaction Nitrone-olefin (3+2) cycloaddition Staudinger...

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...

following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and...

the Curtius rearrangement. Rolf Huisgen described the eponymous 1,3-dipolar cycloaddition. The interest in azides among organic chemists has been relatively...

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...

copper(I), it allows for quantitative, regioselective formal Huisgen 1,3-dipolar cycloadditions between alkynes and azides, in a variety of aqueous and organic...

been widely evaluated as a precursor to heterocycles. including 1,3-dipolar cycloadditions. Hirst, Gavin C. (2001). "Methyl Propiolate". Encyclopedia of...

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...

azides using phosphines: Diazo compounds react as 1,3-dipoles in diazoalkane 1,3-dipolar cycloadditions. Diazo compounds are used as precursors to carbenes...

The Prato reaction is a particular example of the well-known 1,3-dipolar cycloaddition of azomethine ylides to olefins. In fullerene chemistry this reaction...

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...

U V W X Y Z See also External links 1,2-Wittig rearrangement 1,3-Dipolar cycloaddition 2,3-Wittig rearrangement Acetalisation Acetoacetic ester condensation...

Ceramics (1–6): 291. Huisgen, R. (1961). "Centenary Lecture – 1,3-Dipolar Cycloadditions". Proceedings of the Chemical Society of London: 357. doi:10.1039/PS9610000357...

1,3-dipoles represented by structures 1 and 3. A major use is in heterocyclic synthesis. E.g. with alkynes they generate pyrazoles in a 1,3-dipolar cycloaddition...