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Organophotoredox-mediated Formal [3+2]-Cycloaddition of 2H-Azirines with Aryldiazonium Salts: Direct Access to Trisubstituted 1,2,4-Triazoles.

Chemistry - An Asian Journal, 2023
The present work documents an organophotoredox-mediated formal [3+2]-cycloaddition of 2H-azirines with aryl diazonium tetrafluoroborate salts to furnish 1,3,5-trisubstituted 1,2,4-triazoles.
Poornima Mishra   +3 more
semanticscholar   +1 more source

Alkylation et silylation de 2h-azirines

Tetrahedron Letters, 1985
Resume Alkylation and silylation of 2H-azitines are reported. Methylation of lithiated azirines is always observed at the carbon atom. N- or C-silytated azirines can be obtained depending on the silyl reagents or substrates.
P.F. Belloir   +4 more
openaire   +1 more source

Ag(I)-Catalyzed C-C Bond Cleavage and Re-Assembly Reactions Between 2H-Azirines and α-Carbonyl Sulfoxonium Ylides.

Organic Letters
In this report, we describe the Ag(I)-N,N'-dioxide complex-catalyzed C-C bond cleavage and reassembly reactions between 2H-azirines and α-carbonyl sulfoxonium ylides, leading to an unusual formal insertion of enamine into unstrained C-C bonds.
Yiding Wang   +3 more
semanticscholar   +1 more source

Brønsted acid-promoted ring-opening and annulation of thioamides and 2H-azirines to synthesize 2,4,5-trisubstituted thiazoles.

Organic and biomolecular chemistry, 2023
In this study, a metal-free synthesis of 2,4,5-trisubstituted thiazoles using 2H-azirines and thioamides is disclosed. Under the catalysis of HClO4, the protocol was realized through a novel chemical bond breaking of 2H-azirine, which is usually achieved
M. Wang   +7 more
semanticscholar   +1 more source

2H‐Azirines: Recent Progress in Synthesis and Applications

Annalen der Pharmacie
2H‐arizines are important three‐membered heterocycles in organic chemistry. Recently, many advances in the synthesis and functionalization of 2H‐arizines have been reported.
Fen Xu   +5 more
semanticscholar   +1 more source

Synthesis of 2-Aminopyrroles Via Metal-Free Annulation of Ynamides with 2H-Azirines.

Journal of Organic Chemistry, 2022
A novel metal-free annulation of ynamides with 2H-azirines catalyzed by BF3·Et2O is described, leading to the construction of polysubstituted 2-aminopyrroles in a facile, flexible, and atom-economical way. This synthetic strategy proceeds with efficiency,
Lianhong Jiao   +5 more
semanticscholar   +1 more source

Zinc-Enabled Annulation of Trifluorodiazoethane with 2H-Azirines to Construct Trifluoromethyl Pyrazolines, Pyrazoles, and Pyridazines.

Organic Letters, 2021
A diethylzinc-promoted unconventional annulation reaction of 2,2,2-trifluorodiazoethane with 2H-azirines is described. This transformation involves two [3 + 2] cycloaddition steps and one dinitrogen extrusion process in one pot, thus giving a broad array
Yuefeng Chen   +2 more
semanticscholar   +1 more source

One-pot modular synthesis of 3-oxazolines from 2H-azirines, diazo compounds, and m-CPBA enabled by 2-azadiene–oxene (4 + 1) cycloaddition

Organic Chemistry Frontiers
A formal (4 + 1) cycloaddition of oxene occurs in the reaction of 2-azabuta-1,3-dienes with m-chloroperoxybenzoic acid under mild conditions to give 3-oxazolines.
I. Filippov, M. Novikov, N. Rostovskii
semanticscholar   +1 more source

Catalysts-Controlled Roles Exchange between 2,3-Diaryl-2H-azirines and Acetone: Chemodivergent Synthesis of Pyrroles and 3-Oxazolines.

Journal of Organic Chemistry
We report two practical and step-economical methodologies for the chemodivergent synthesis of tri-substituted pyrroles and 3-oxazolines from the domino reactions of 2H-azirines and acetone.
Haipeng Hu   +6 more
semanticscholar   +1 more source

Electronic structures of vinylazide, vinylnitrene and 2H-azirine. Mechanism of the reaction from vinylazide to 2H-azirine

Tetrahedron, 1984
Abstract The mechanism of the conversion of vinylazides into 2H-azirines is examined by use of ab initio MO calculations. It is ascertained that vinylnitrenes have very weak bonds between the vinylazides and nitrogen molecule parts. It seems to decompose readily into the two fragments.
Tokio Yamabe   +5 more
openaire   +1 more source

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