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Stereospecificity of 1,.3-dipolar cycloadditions of cyclic nitrones to (E) and (Z)-β-nitrostyrenes

Tetrahedron, 1987
Abstract 3,4-Dihydroisoquinoline-N-oxide (1) reacted readily with (E)-s-nitrostyrene in a regiospecific reaction to give a mixture of 4-nitro-5-phenylisoxazolidines 3a and 4a resulting from endo and exo (with respect to the nitro group) transition states, respectively. This cycloaddition was found reversible under mild conditions. A careful study
Marina Burdisso   +3 more
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Intramolecular 1, 3-dipolar cycloadditions of the new sydnone derivatives

2005
Inter- and intramolecular photochemical [2+2] cycloaddition reactions of o-substituted divinylbenzene with furan and pyrrole rings give various hetero polycyclic compounds (1). The photochemical reaction of the sydnone analogue 1 did not undergo intramolecular cycloaddition (2), but in the presence of acrolein, the intermolecular 1, 3-dipolar ...
Butković, Kristina   +2 more
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SYNTHESIS OF 5-TRICHLOROMETHYL-1,2,4-THIADIAZOLES BY 1,-3-DIPOLAR CYCLOADDITION OF NITRILE SULPHIDES TO TRICHLOROACETONITRILE

Phosphorous and Sulfur and the Related Elements, 1986
Abstract Nitrile sulphides, generated by thermal decarboxylation of 1,3,4-oxathiazol-2-ones, undergo 1,3-dipolar cycloaddition to trichloroacetonitrile yielding 5-trichloromethyl-1,2,4-thiadiazoles (45-66%). The reaction of the cycloadducts with secondary amines has also been examined.
Derek J. Greig   +3 more
openaire   +1 more source

1‐(Azidomethyl)benzotriazole and ‐5‐phenyl‐1,2,3,4‐tetrazole as 1, 3‐dipolar cycloaddition components

Journal of Heterocyclic Chemistry, 1996
Abstract1‐(Azidomethyl)benzotriazole reacts with alkynes to give mixtures of isomeric 1,2,3‐triazoles, whereas the interactions of 1‐(azidomethyl)benzotriazole and ‐5‐phenyl‐1,2,3,4‐tetrazole with alkenes proceed regioselectively to form 1,2,3‐triazolines and/or aziridines and enamines in good yields.
Alan R. Katritzky   +3 more
openaire   +1 more source

1, 3-Dipolar cycloaddition between ethyl trifluoroacetoacetate and N-(benzylidene)methylamine N-oxide

J. Chem. Soc., Perkin Trans. 1, 1991
The 1,3-dipolar cycloaddition between ethyl trifluoroacetoacetate and N-(benzylidene)methylamine Noxide, performed in boiling toluene, leads regio- and stereo-selectively to an isoxazolidine, while the corresponding ethyl acetoacetate is found to be unreactive under the same conditions.
Jean-Pierre Bégué   +2 more
openaire   +1 more source

Approach to regiochemistry using local softness in 1,3-dipolar cycloadditions

Journal of Computational Chemistry, 1998
The principle of hard and soft acids and bases is applied in the local sense to rationalize the regiochemistry in the cycloaddition reactions of a few typical 1,3-dipoles, in particular those with phosphorus-containing dipolarophiles. Local softnesses are calculated using density functional theory.
Asit K. Chandra, Minh Tho Nguyen
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Gram Scale Synthesis of (±)-Gregatin A via 1, 3-dipolar Cycloaddition Strategy

Here, we present a 6-step gram-scale synthesis of (±)-gregatin A, a fungal polyketide characterized by an alkylated furanone core origi-nally isolated from Cephalosporium gregatum. The synthetic route features an intermolecular 1,3-dipolar cycloaddition, a Mo-mediated disconnection of isoxazole skeleton, and an acid-mediated desilylation/enamine ...
Yiming Ding   +7 more
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2 + 3 Dipolar cycloadditions of a monomeric thioaldehyde

The Journal of Organic Chemistry, 1986
E. Vedejs, R. G. Wilde
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Novel 1, 3-Dipolar Cycloadditions of Cyclobutene Diester Epoxides to Polycyclic Aromatic Hydrocarbons

2003
This paper announces the results of certain 1, 3-dipolar cycloadditions to polycyclic aromatic hydrocarbons (PAHs). The 1, 3-dipoles generated from cyclobutene diester epoxides thermally reacted with PAHs to give cycloadducts. This reaction demonstrated the remarkable ability of these 1, 3-dipoles to disrupt an aromatic system by adding across specific
Margetić, Davor   +2 more
openaire   +3 more sources

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