Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
This review highlights recent advances in maleimide-based annulation and cyclization strategies, offering insights into their synthetic versatility potential applications creating structurally diverse aromatics bioactive heterocycles.
Язык: Английский
The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Март 11, 2025
A new approach to multifunctionalized pyrroles has been explored by the tandem cyclization of α-oxoketene-N,S-acetals with β-ketodinitriles using Cu(MeCN)4BF4 and Ag2CO3 in toluene under reflux conditions. The reaction involves C–C/C–N bond creation, is assumed proceed via enamine formation, intramolecular cyclization, rearrangement. potential methodology also demonstrated for a gram-scale as well some useful organic transformations. offers practical pathway achieve polysubstituted broad substrate scope good functional group tolerance.
Язык: Английский
Процитировано
0
Опубликована: Июнь 25, 2024
Cyclic peptides are highly valued synthetic targets in organic and medicinal chemistry. The development of new methodologies for peptide macrocyclization, different from classical lactamization, is essential the progress field. Herein, we report an efficient diastereoselective macrocyclization strategy synthesis cyclic using 1,3-dipolar cycloaddition azomethine ylides. Linear precursors length bearing diverse amino acids have shown to be compatible with this method (26 examples), giving good yields almost complete diastereoselectivity. DFT calculations suggest a stepwise mechanism which Cu plays key role reagents preorganization.
Язык: Английский
Процитировано
2
Опубликована: Июнь 20, 2024
Cyclic peptides are highly valued synthetic targets in organic and medicinal chemistry. The development of new methodologies for peptide macrocyclization, different from classical lactamization, is essential the progress field. Herein, we report an efficient diastereoselective macrocyclization strategy synthesis cyclic using 1,3-dipolar cycloaddition azomethine ylides. Linear precursors length bearing diverse amino acids have shown to be compatible with this method (26 examples), giving good yields almost complete diastereoselectivity. DFT calculations suggest a stepwise mechanism which Cu plays key role reagents preorganization.
Язык: Английский
Процитировано
1
Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 19, 2024
Cyclic peptides are valued synthetic targets in organic and medicinal chemistry. Herein, we report an efficient strategy for the synthesis of unnatural cyclic via Cu-catalyzed 1,3-dipolar cycloaddition azomethylene ylides. Linear precursors different lengths bearing diverse amino acids (26 examples) shown to be compatible with this method, affording good yields complete endo-diastereoselectivities. Density functional theory (DFT) calculations support a stepwise mechanism which Cu plays key role preorganization reactants.
Язык: Английский
Процитировано
1
Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
This review highlights recent advances in maleimide-based annulation and cyclization strategies, offering insights into their synthetic versatility potential applications creating structurally diverse aromatics bioactive heterocycles.
Язык: Английский
Процитировано
0