Derivatives of 2-aziridinyl ketones and aziridinyl-2-carboxylates (microreview)

Ivanova, Jekaterīna; Žalubovskis, Raivis

doi:10.1007/s10593-016-1925-4

Cited by 3 publications

(2 citation statements)

References 18 publications

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“…There is a series of general reviews summarizing the recent advances in the synthesis of aziridine-2-carbonyl compounds (Zalubovskis and Ivanova [ 7 ]) and general aziridine synthesis and chemistry (Singh [ 8 ] and Luisi [ 9 ]). The universal methods for the construction of these compounds are via aziridination, elucidated in our previous review [ 10 ].…”

Section: Introductionmentioning

confidence: 99%

Non-Aziridination Approaches to 3-Arylaziridine-2-carboxylic Acid Derivatives and 3-Aryl-(aziridin-2-yl)ketones

Strumfs

Velikijs

Uljanovs

et al. 2022

IJMS

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Highly functionalized aziridines, including compounds with aromatic moieties, are attractive substrates both in synthetic and medical areas of chemistry. There is a broad and interesting set of synthetic methods for reaching these compounds. Aziridination represents the most explored tool, but there are several other more specific, less well-known, but highly promising approaches. Therefore, the current review focuses on recently described or updated ways to obtain 3-arylated aziridines via different non-aziridination-based synthetic methods, reported mainly since 2000. The presented methods belong to two main directions of synthesis, namely, cyclization of open-chain substrates and rearrangement of other heterocycles. Cyclization of open-chain substrates includes the classic Gabriel-Cromwell type cyclization of halogenated substrates with amines, base-promoted cyclization of activated aminoalcohols (or its analogues), and the oxidative cyclization of β-dicarbonyls. Rearrangements of other heterocycles are presented as the Baldwin rearrangement of 4-isoxazolines, the cycloaddition of 1.3-dipoles or dienes to 2H-azirines, and the addition of C- and N-nucleophiles to the double bond of azirines.

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Section: Introductionmentioning

confidence: 99%

Non-Aziridination Approaches to 3-Arylaziridine-2-carboxylic Acid Derivatives and 3-Aryl-(aziridin-2-yl)ketones

Strumfs

Velikijs

Uljanovs

et al. 2022

IJMS

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“…Authors of previous reviews have summarized the recent advances in the synthesis of aziridine-2-carbonyl compounds (Zalubovskis and Ivanova [ 7 ]) and in the overall aziridine chemistry and synthesis (Singh [ 8 ] and Luisi [ 9 ]). The generally known methods to obtain these compounds include aziridination, Gabriel-Cromwell cyclization of aminoalcohols, Diels-Alder cycloaddition to azirines, Baldwin rearrangement, and others.…”

Section: Introductionmentioning

confidence: 99%

3-Arylaziridine-2-carboxylic Acid Derivatives and (3-Arylaziridin-2-yl)ketones: The Aziridination Approaches

Strumfs

Uljanovs

Velikijs

et al. 2021

IJMS

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Aziridination reactions represent a powerful tool in aziridine synthesis. Significant progress has been achieved in this field in the last decades, whereas highly functionalized aziridines including 3-arylated aziridine-2-carbonyl compounds play an important role in both medical and synthetic chemistry. For the reasons listed, in the current review we have focused on the ways to obtain 3-arylated aziridines and on the recent advances (mainly since the year 2000) in the methodology of the synthesis of these compounds via aziridination.

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Recent progress in asymmetric synthesis of aziridine derivatives (microreview)

Doğan

Polat-Çakır

2018

Chem Heterocycl Comp

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Derivatives of 2-aziridinyl ketones and aziridinyl-2-carboxylates (microreview)

Cited by 3 publications

References 18 publications

Non-Aziridination Approaches to 3-Arylaziridine-2-carboxylic Acid Derivatives and 3-Aryl-(aziridin-2-yl)ketones

Non-Aziridination Approaches to 3-Arylaziridine-2-carboxylic Acid Derivatives and 3-Aryl-(aziridin-2-yl)ketones

3-Arylaziridine-2-carboxylic Acid Derivatives and (3-Arylaziridin-2-yl)ketones: The Aziridination Approaches

Recent progress in asymmetric synthesis of aziridine derivatives (microreview)

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