Intramolecular Azide to Alkene Cycloadditions for the Construction of Pyrrolobenzodiazepines and Azetidino-Benzodiazepines [PDF]
The coupling of proline- and azetidinone-substituted alkenes to 2-azidobenzoic and 2-azidobenzenesulfonic acid gives precursors that undergo intramolecular azide to alkene 1,3-dipolar cycloadditions to give imine-, triazoline- or aziridine-containing ...
Karl Hemming +3 more
doaj +3 more sources
1,3-Dipolar cycloadditions of azomethine imines [PDF]
Azomethine imines react with alkenes and alkynes to give pyrazolines, pyrazolidines, pyrazolopyridines, indazoloisoquinolines, pyrazolo[1,5-a]isoquinolines and pyrazolopyrazolones through regio-, stereo- and enantioselective 1,3-dipolar cycloadditions.
Nájera, Carmen +2 more
openaire +6 more sources
[3+2] Cycloaddition of alkyl aldehydes and alkynes enabled by photoinduced hydrogen atom transfer
In contrast to the prevalence of 1,3-dipolar cycloadditions, radical [3+2] annulations of alkynes are underexplored. Here, the authors describe [3+2] cycloadditions of various internal alkynes with readily accessible aliphatic aldehydes via photoinduced ...
Siya Le +6 more
doaj +1 more source
The Azide-Allene Dipolar Cycloaddition: Is DFT Able to Predict Site- and Regio-Selectivity?
The site- and regio-selectivity of thermal, uncatalysed 1,3-dipolar cycloadditions between arylazides and mono- or tetra-substituted allenes with different electronic features have been investigated by both conceptual (reactivity indices) and ...
Giorgio Molteni, Alessandro Ponti
doaj +1 more source
Studies on the [2+3] cycloaddition reaction of nitrile oxides to abietic acid esters [PDF]
[2+3] Dipolar cycloadditions of aromatic nitrile oxides to abietic acid esters were investigated. The reactions showed complete site selectivity and regioselectivity, while the stereoselectivity depended on the structures of the dipolarophiles.
Gucma Mirosław +3 more
doaj +1 more source
Discovery of new mutually orthogonal bioorthogonal cycloaddition pairs through computational screening. [PDF]
Density functional theory (DFT) calculations and experiments in tandem led to discoveries of new reactivities and selectivities involving bioorthogonal sydnone cycloadditions.
Houk, KN +3 more
core +1 more source
On the strong difference in reactivity of acyclic and cyclic diazodiketones with thioketones: experimental results and quantum-chemical interpretation [PDF]
The 1,3-dipolar cycloaddition of acyclic 2-diazo-1,3-dicarbonyl compounds (DDC) and thioketones preferably occurs with Z,Econformers and leads to the formation of transient thiocarbonyl ylides in two stages.
Holleman +8 more
core +4 more sources
Cycloadditions with 2-Chloro-1-Nitroethylene
2-chloronitroethylene replaces successfully the still elusive unsubstituted nitroacetylene in both the 1,3-dipolar and Diels-Alder cycloadditions. These reactions generally afford interesting nitrated cyclic and heterocyclic compounds.
R. Verbruggen, H.G. Viehe
doaj +1 more source
Isolation of bis(copper) key intermediates in Cu-catalyzed azide-alkyne "click reaction". [PDF]
The copper-catalyzed 1,3-dipolar cycloaddition of an azide to a terminal alkyne (CuAAC) is one of the most popular chemical transformations, with applications ranging from material to life sciences.
Bertrand, Guy +3 more
core +2 more sources
Cycloadditions in mixed aqueous solvents: the role of the water concentration [PDF]
We examined the kinetics of a series of cycloaddition reactions in mixtures of water with methanol, acetonitrile and poly(ethylene glycol) (MW 1000). The reactions include the Diels–Alder (DA) reaction between cyclopentadiene and N-n-butylmaleimide or ...
Abraham +66 more
core +7 more sources

