Triethylamine-Promoted Oxidative Cyclodimerization of 2H-Azirine-2-carboxylates to Pyrimidine-4,6-dicarboxylates: Experimental and DFT Study [PDF]
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 +4 more
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5-Chloroisoxazoles: A Versatile Starting Material for the Preparation of Amides, Anhydrides, Esters, and Thioesters of 2H-Azirine-2-carboxylic Acids [PDF]
Amides, anhydrides, esters, and thioesters of 2H-azirine-2-carboxylic acids were prepared by a rapid procedure at room temperature involving FeCl2-catalyzed isomerization of 5-chloroisoxazoles to 2H-azirine-2-carbonyl chlorides, followed by reaction with
Anastasiya V. Agafonova +2 more
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Synthesis of 2H-azirine-2,2-dicarboxylic acids and their derivatives [PDF]
Methods for the preparation of 3-aryl-2H-azirine-2,2-dicarboxylic acids and their amides, esters, and azides by FeCl2-catalyzed isomerization of 3-aryl-5-chloroisoxazole-4-carbonyl chlorides into 3-aryl-2H-azirine-2,2-dicarbonyl dichlorides followed by ...
Anastasiya V. Agafonova +2 more
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Acridine–Isoxazole and Acridine–Azirine Hybrids: Synthesis, Photochemical Transformations in the UV/Visible Radiation Boundary Region, and Anticancer Activity [PDF]
Easy-to-handle N-hydroxyacridinecarbimidoyl chloride hydrochlorides were synthesized as convenient nitrile oxide precursors in the preparation of 3-(acridin-9/2-yl)isoxazole derivatives via 1,3-dipolar cycloaddition with terminal alkynes, 1,1 ...
Ekaterina E. Galenko +3 more
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Azirinyl-Substituted Nitrile Oxides: Generation and Use in the Synthesis of Isoxazole Containing Heterocyclic Hybrids [PDF]
The procedure for the generation of azirinyl-substituted nitrile oxides by the reaction of 2-(diazoacetyl)-2H-azirines with tert-butyl nitrite while preserving the azirine ring has been developed.
Alexander S. Dudik +4 more
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3-Aryl-2H-azirines as annulation reagents in the Ni(II)-catalyzed synthesis of 1H-benzo[4,5]thieno[3,2-b]pyrroles [PDF]
A high-yielding method for the synthesis of 3-arylbenzo[4,5]thieno[3,2-b]pyrroles has been developed via pyrrole ring annulation to the aromatic benzo[b]thiophene system, using 3-arylazirines as a N‒C=C synthon.
Julia I. Pavlenko +5 more
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3-Amino-2H-azirine, Moleküle mit vielfältigen Reaktionsmöglichkeiten [PDF]
3-Amino-2H-azirines, cyclic three-membered amidines with an estimated ring strain of about 200 kJ/mole, undergo a variety of reactions. Thereby, each of the azirine bonds can be broken: Thermolysis leads to the rupture of the C(2),C(3)-bond, with strong
Heinz Heimgartner
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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]
A method for the [2+3] pyrroline annulation to the six-membered non-aromatic enols using 3-aryl-2H-azirines as annulation agents is developed in the current study.
Pavel A. Sakharov +3 more
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Non-Aziridination Approaches to 3-Arylaziridine-2-carboxylic Acid Derivatives and 3-Aryl-(aziridin-2-yl)ketones. [PDF]
Funding Information: APC was covered by Riga Stradins University, Riga, Latvia. Publisher Copyright: © 2022 by the authors. Licensee MDPI, Basel, Switzerland.Highly functionalized aziridines, including compounds with aromatic moieties, are attractive ...
Strumfs B +4 more
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2H-Azirines as electrophiles [PDF]
2H-Azirines have shown an unusual potential to synthesise aziridines and other types of compounds. Many functionalized aziridines can be produced by addition of O-, S-,N-, C-nucleophiles and hydride to 2H-azirines.
Alves, M. José, Costa, Flora Teixeira e
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