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Mechanistic Insights into Lewis Acid-Catalyzed Formal [3 + 2] Cycloadditions of Aziridines: A Molecular Electron Density Theory Study [PDF]

Molecules
The Lewis acid (LA)-promoted formal [3 + 2] cycloaddition (32CA) reaction of 2-phenyl-1-tosylaziridine (2PTA) with ketone has been studied within the framework of Molecular Electron Density Theory (MEDT) at the ωB97X-D/6-311G(d,p) computational level in ...
Luis R. Domingo, Patricia Pérez, Maria José Aurell   +2 more
doaj   +2 more sources

A Review on Recent Approaches to the Asymmetric Synthesis of Aziridines Derivatives [PDF]

Journal of Chemistry Letters, 2021
The aziridines are an important class of heterocyclic compounds that are used for the synthesis of high valuable compounds containing biological and natural products.
Farahnaz Salimi, Ayda Karbakhshzade, Navid Salehi   +2 more
doaj   +1 more source

N-Aminopyridinium reagents as traceless activating groups in the synthesis of N-Aryl aziridines

Nature Communications, 2022
Aziridines are useful intermediates, present in important synthetic targets. Here, the authors show a strategy for the synthesis of N-aryl aziridines based on N-aminopyridinium reagents followed by Ni-catalyzed C–N cross-coupling of N-pyridinium ...
Hao Tan, Samya Samanta, Asim Maity, Pritam Roychowdhury, David C. Powers   +4 more
doaj   +1 more source

Copper-Catalyzed Ring-Opening Reactions of Alkyl Aziridines with B₂pin₂: Experimental and Computational Studies

Molecules, 2021
The possibility to form new C–B bonds with aziridines using diboron derivatives continues to be a particularly challenging field in view of the direct preparation of functionalized β-aminoboronates, which are important compounds in drug discovery, being ...
Lucilla Favero, Andrea Menichetti, Cosimo Boldrini, Lucrezia Margherita Comparini, Valeria Di Bussolo, Sebastiano Di Pietro, Mauro Pineschi   +6 more
doaj   +1 more source

Cooperative chalcogen bonding interactions in confined sites activate aziridines

Nature Communications, 2022
The activation of aziridines is typically achieved via reaction with strong Lewis acids or transition metals. Here, the authors report that cooperative Se ∙ ∙∙O and Se ∙ ∙∙N noncovalent interactions can activate sulfonyl-protected aziridines, which ...
Haofu Zhu, Pan-Pan Zhou, Yao Wang
doaj   +1 more source

Substituted Aziridines by Lithiation—Electrophile Trapping of Terminal Aziridines. [PDF]

ChemInform, 2005
AbstractFor Abstract see ChemInform Abstract in Full Text.
Hodgson, D, Humphreys, P, Ward, J
openaire   +3 more sources

Regioselective and Stereodivergent Synthesis of Enantiomerically Pure Vic-Diamines from Chiral β-Amino Alcohols with 2-Pyridyl and 6-(2,2′-Bipyridyl) Moieties

Molecules, 2020
In this report, we describe the synthetic elaboration of the easily available enantiomerically pure β-amino alcohols. Attempted direct substitution of the hydroxyl group by azido-functionality in the Mitsunobu reaction with hydrazoic acid was ...
Marzena Wosińska-Hrydczuk, Przemysław J. Boratyński, Jacek Skarżewski   +2 more
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The Synthesis of (2R)-Aziridine-2-carboxylic Acid Containing Dipeptides

Acta Chimica Slovenica, 2022
Optimized conditions for the synthesis of fully deprotected (2R)-aziridine containing dipeptides are described. Preparation of fully protected N- and C- terminal aziridine containing dipeptides was found to be straightforward and high yielding for the ...
Samo Kuzmič, Martina Hrast, Rok Frlan
doaj   +1 more source

Triethylamine-Promoted Oxidative Cyclodimerization of 2H-Azirine-2-carboxylates to Pyrimidine-4,6-dicarboxylates: Experimental and DFT Study

Molecules, 2023
An unprecedented oxidative cyclodimerization reaction of 2H-azirine-2-carboxylates to pyrimidine-4,6-dicarboxylates under heating with triethylamine in air is described. In this reaction, one azirine molecule undergoes formal cleavage across the C-C bond
Timofei N. Zakharov, Pavel A. Sakharov, Mikhail S. Novikov, Alexander F. Khlebnikov, Nikolai V. Rostovskii   +4 more
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Access to 2-Fluorinated Aziridine-2-phosphonates from α,α-Halofluorinated β-Iminophosphonates—Spectroscopic and Theoretical Studies

Molecules, 2023
The efficient one-pot halofluorination of a β-enaminophosphonate/β-iminophosphonate tautomeric mixture resulting in α,α-halofluorinated β-iminophosphonates is reported.
Mateusz Klarek, Tomasz Siodła, Tahar Ayad, David Virieux, Magdalena Rapp   +4 more
doaj   +1 more source