An Overlooked Pathway in 1,3-Dipolar Cycloadditions of Diazoalkanes with Enamines. [PDF]
Methyl diazoacetate reacts with 1-(N-pyrrolidino)cycloalkenes to give products of 1,3-dipolar cycloadditions and azo couplings. The kinetics and mechanisms of these reactions were investigated by NMR spectroscopy and DFT calculations.
Li L+5 more
europepmc +7 more sources
Mechanistic DFT Study of 1,3-Dipolar Cycloadditions of Azides with Guanidine [PDF]
Density functional calculations SMD(chloroform)//B3LYP/6-311+G(2d,p) were employed in the computational study of 1,3-dipolar cycloadditions of azides with guanidine.
Ivana Antol+2 more
doaj +5 more sources
Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles [PDF]
Theoretical calculations at the G4MP2 level of theory demonstrate that it is possible to activate dinitrogen to make it react in dipolar cycloadditions using neutral beryllium derivatives and other neutral metallic compounds.
M. Merced Montero-Campillo+2 more
doaj +4 more sources
Understanding the 1,3-Dipolar Cycloadditions of Allenes. [PDF]
AbstractWe have quantum chemically studied the reactivity, site‐, and regioselectivity of the 1,3‐dipolar cycloaddition between methyl azide and various allenes, including the archetypal allene propadiene, heteroallenes, and cyclic allenes, by using density functional theory (DFT).
Yu S+4 more
europepmc +7 more sources
Dynamic Catalytic Highly Enantioselective 1,3-Dipolar Cycloadditions. [PDF]
AbstractIn dynamic covalent chemistry, reactions follow a thermodynamically controlled pathway through equilibria. Reversible covalent‐bond formation and breaking in a dynamic process enables the interconversion of products formed under kinetic control to thermodynamically more stable isomers.
Yildirim O+5 more
europepmc +8 more sources
1,3-Dipolar cycloadditions of acridine with nitrile oxides [PDF]
Siteand regio-isomeric mono-cycloadducts 9 are formed in the reactions of mesito1b and dichloromesitonitrile oxide 1c with acridine 6 in a 1:2 ratio, while the reaction of 1b and 6 in a 10:1 ratio afforded, besides the mono-cycloadduct 9b and traces of the corresponding oxime 10b, the bis-cycloadduct 12 with the opposite regiochemistry to that of the ...
Antonino Corsaro+5 more
doaj +9 more sources
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
Asymmetric 1,3-dipolar cycloadditions of acrylamides [PDF]
This critical review, which is relevant to researchers in synthetic organic chemistry, focuses on asymmetric 1,3-dipolar cycloadditions with acrylamides.
Kissane, Marie, Maguire, Anita R.
core +6 more sources
Green Protocols in Heterocycle Syntheses via 1,3-Dipolar Cycloadditions [PDF]
The aim of this review is to provide an overview of green protocols for the organic synthesis of heterocycles via 1,3-dipolar cycloaddition. Particular attention has been devoted to the use of green solvents; reactions performed in ionic liquids ...
Katia Martina+4 more
doaj +2 more sources
Decarboxylation-Driven Double Annulations: Innovative Multi-Component Reaction Pathways [PDF]
A concerted five-component reaction strategy has been developed, featuring double [3+2] cycloadditions utilizing aspartic acid. This approach provides valuable insights into mechanistic pathways, allowing for the distinction between concerted and ...
Desheng Zhan+4 more
doaj +2 more sources