Copper-Catalyzed Highly Enantioselective Addition of a Silicon Nucleophile to 3-Substituted 2H-Azirines Using an Si-B Reagent. [PDF]
Zhao ZY, Cui M, Irran E, Oestreich M.
europepmc +1 more source
Highly Enantioselective Reductions of 2H-Azirines
Herein, we present the first highly enantioselective reduction of mono- and tri- substituted 2H-azirines mediated by a chiral copper-hydride complex. The reaction tolerates both alkylated and arylated 2H-azirines to afford free N-H aziridines in excellent yield (up to 96%) and enantioselectivity (up to 96% ee). A key finding was the stark difference in
Yinuo Zheng +4 more
openaire +1 more source
Molybdenum hexacarbonyl-induced reactions of 3-aryl-2h-azirines and acetylenes
In the presence of molybdenum hexacarbonyl, 3-phenyl-2H-azirines and acetylene carboxylic acid esters react via the unusual splitting of the C,N-double bond to give 2H-pyrroles or ...
Inada, Akira +5 more
core +1 more source
Asymmetric Syntheses of Aziridine-2-carboxylates via Reductive Kinetic Resolution of 2H-Azirines [PDF]
Enantioenriched aziridine-2-carboxylates are valuable organic compounds thanks to their versatility as chiral building blocks. Several syntheses of bioactive molecules employ aziridine-2-carboxylates as a crucial synthetic intermediate, e.g.
Antonio, Rizzo +2 more
core +2 more sources
Transition-metal-free synthesis of substituted pyridines via ring expansion of 2-allyl-2H-azirines
A new strategy to open the 2-allyl-2H-azirines by 1,8-diazabicyclo[5.4.0] undec-7-ene (DBU) promotion in metal-free conditions affording 1-azatrienes that in situ electrocyclize to the pyridines in good to excellent yields is reported.
Loh, Teck-Peng +5 more
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Copper(II)-Catalyzed (3+2) Cycloaddition of 2H-Azirines to Six-Membered Cyclic Enols as a Route to Pyrrolo[3,2-c]quinolone, Chromeno[3,4-b]pyrrole, and Naphtho[1,8-ef]indole Scaffolds. [PDF]
Sakharov PA +3 more
europepmc +1 more source
The Neber Approach to 2‑(Tetrazol-5-yl)‑2H‑Azirines
The synthesis of 2-(tetrazol-5-yl)-2H-azirines is reported for the first time. Using the Neber approach, β-ketoxime-1H-tetrazoles were converted into the target 2H-azirines bearing phenyl, furan-2-yl, thiophen-2-yl, or pyrrol-2-yl substituents at C-3 ...
Teresa M. V. D. Pinho e Melo (1724932) +4 more
core +1 more source
Photochemische Cycloadditionen von 3-Phenyl-2H-azirinen mit Triphenyl-vinylphosphoniumbromid
On irradiation in acetonitrile 3-phenyl-2H-azirines of type 1 react with triphenyl vinyl phosphonium bromide to form in approximative 50% yield 2H-indoles of type 4 (Scheme 7).
Heimgartner, Heinz +2 more
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Reaction of diphenyl phosphorochloridate with amide enolates and subsequent treatment with NaN3 leads to 2-monosubstituted 3-amino-2H-azirines 5 in moderate yields.
Heinz Heimgartner +3 more
core +1 more source

