Recent advances in the accessibility, synthetic utility, and biological applications of aziridines

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(22), С. 4553 - 4573

Опубликована: Янв. 1, 2023

Compounds featuring aziridine moieties are widely known and extensively reported in the literature. Due to their great potential from both synthetic pharmacological points of view, many researchers have focused efforts on development new methodologies for preparation transformation these interesting compounds. Over years, more ways obtain molecules bearing three-membered functional groups, which challenging due inherent reactivity, been described. Among them, several sustainable. In this review, we report recent advances biological chemical evolution derivatives, particular, variety described synthesis aziridines transformations leading formation such as 4-7 membered heterocycles pharmaceutical interest promising activities.

Язык: Английский

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Take Advantage of the N‐Nucleophilicity of Imine in Catalytic Cyclization Reactions

ChemCatChem, Год журнала: 2023, Номер 15(9)

Опубликована: Март 10, 2023

Abstract Imines, or Schiff bases are basic and important synthons in modern chemical synthesis, which widely used methodological studies, synthesis of natural products pharmaceutical agents, construction organic porous materials relative late‐stage modifications. In most cases, the imines often act as “electrophilic reagents” reactions on basis their C‐electrophilicity owing to dipole effect C=N bond. However, other hand, initiated by N‐nucleophilicity imine, draw relatively less attentions. this concept article, we try give a concise summary reactions, especially cyclization reaction that imine. The measurement data discussions different imines, possible mechanisms, catalytic strategies, types context briefly discussed. We hope one will be utilized broader scope future taking advantage N‐nucleophilicity.

Язык: Английский

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Phosphine Catalyzed Michael-Type Additions: Synthesis of Glutamic Acid Derivatives from Arylidene-α-Amino Esters

Опубликована: Дек. 18, 2023

The reaction of arylidene-α-amino esters with electrophilic alkenes to yield the Michael type addition compounds is optimized using several phosphines as organocatalysts. transformation very complicated due generation final compounds, including those derived from 1,3-dipolar cycloadditions. For this reason, selection conditions a complex task and slow acrylic system important complete reaction. study variation structural components starting imino ester performed well expansion other electron-poor alkenes. crude products have purity higher than 90% in most cases without any purification. A plausible mechanism detailed based on bibliography experimental results. synthesis pyroglutamate entities, after reduction group cyclization, high yields. In addition, hydrolysis group, under acidic media, represents direct access glutamate surrogates.

Язык: Английский

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Recent advances in the synthesis of highly substituted imidazolidines

RSC Advances, Год журнала: 2024, Номер 14(42), С. 30758 - 30806

Опубликована: Янв. 1, 2024

In this highlight, recent advances in the synthesis of highly substituted imidazolidines, chiral imidazolidines with high diastereoselectivities and enantioselectivities, bis-imidazolidines, spiro-imidazolidines are presented.

Язык: Английский

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