Diverse reactivity of maleimides in polymer science and beyond DOI Creative Commons
Bruce E. Kirkpatrick, Kristi S. Anseth, Tayler S. Hebner

и другие.

Polymer International, Год журнала: 2024, Номер 74(4), С. 296 - 306

Опубликована: Ноя. 5, 2024

Abstract Maleimides are remarkably versatile functional groups, capable of participating in homo‐ and copolymerizations, Diels–Alder (photo)cycloadditions, Michael additions, other reactions. Their reactivity has afforded materials ranging from polyimides with high upper service temperatures to hydrogels for regenerative medicine applications. Moreover, maleimides have proven be an enabling chemistry pharmaceutical development bioconjugation via straightforward modification cysteine residues. To exert spatiotemporal control over reactions maleimides, multiple approaches been developed photocage nucleophiles, dienes, dipoles. Additionally, further substitution the maleimide alkene (e.g. monohalo‐, dihalo‐, thio‐, amino‐ methyl‐maleimides, among substituents) confers tunable dynamicity, as well responsive mechanical optical properties. In this mini‐review, we highlight diverse functionality underscoring their notable impact polymer science. This moiety related heterocycles will play important role future innovations chemistry, biomedical, research. © 2024 The Author(s). Polymer International published by John Wiley & Sons Ltd on behalf Society Chemical Industry.

Язык: Английский

Facile synthesis of the unknown 6,7-dihydrofuro[3,4-c]pyridines and 3,4-diaryloylpyridines from N-propargyl β-enaminones DOI Creative Commons
Elif Serel Yilmaz, Kerem Kaya, Metin Zora

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A simple methodology for the synthesis of bicyclic 6,7-dihydrofuro[3,4- c ]pyridines is reported. The skeletal diversity synthesized heterobicyclic frame may present new nitrogen- and oxygen-based hybrid systems medicinal chemistry.

Язык: Английский

Процитировано

0
Synthesis of Multisubstituted Arylnitriles via Tf2O-Mediated Benzannulation of Enaminones with Acylacetonitriles DOI
Xiaohan Zhang,

Fang Li,

Yue Zhou

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 3, 2025

A novel and efficient method for the synthesis of multisubstituted arylnitriles via Tf2O-mediated [3 + 2 1] benzannulation enaminones acylacetonitriles has been developed. This reaction proceeds under mild conditions with excellent functional group compatibility. Mechanistic studies have revealed that cyclization involves two consecutive nucleophilic additions, followed by a cascade Knoevenagel condensation aromatization. Additionally, trifluoromethanesulfonate 6 identified as crucial intermediate in this process.

Язык: Английский

Процитировано

0
Diverse reactivity of maleimides in polymer science and beyond DOI Creative Commons
Bruce E. Kirkpatrick, Kristi S. Anseth, Tayler S. Hebner

и другие.

Polymer International, Год журнала: 2024, Номер 74(4), С. 296 - 306

Опубликована: Ноя. 5, 2024

Abstract Maleimides are remarkably versatile functional groups, capable of participating in homo‐ and copolymerizations, Diels–Alder (photo)cycloadditions, Michael additions, other reactions. Their reactivity has afforded materials ranging from polyimides with high upper service temperatures to hydrogels for regenerative medicine applications. Moreover, maleimides have proven be an enabling chemistry pharmaceutical development bioconjugation via straightforward modification cysteine residues. To exert spatiotemporal control over reactions maleimides, multiple approaches been developed photocage nucleophiles, dienes, dipoles. Additionally, further substitution the maleimide alkene (e.g. monohalo‐, dihalo‐, thio‐, amino‐ methyl‐maleimides, among substituents) confers tunable dynamicity, as well responsive mechanical optical properties. In this mini‐review, we highlight diverse functionality underscoring their notable impact polymer science. This moiety related heterocycles will play important role future innovations chemistry, biomedical, research. © 2024 The Author(s). Polymer International published by John Wiley & Sons Ltd on behalf Society Chemical Industry.

Язык: Английский

Процитировано

1