Recent advances in synthetic approaches for bioactive cinnamic acid derivatives DOI Creative Commons
Betty A. Kustiana, Galuh Widiyarti, Teni Ernawati

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 21, P. 1031 - 1086

Published: May 28, 2025

Cinnamic acid derivatives represent a significant class of biologically active compounds exhibiting broad spectrum activities, such as antifungal, antidengue, antimetastatic, antimicrobial, antibacterial, and anticancer properties. Their preparation has attracted considerable attention due to their versatile applications across the pharmaceutical, food, chemical sectors. This review elucidates functional groups cinnamic that are instrumental in rational design derivatives. A comprehensive representative recent advancements synthetic methodologies over past five years is presented, particularly emphasizing scaffolds bioactive The provides strategic overview alternative routes highlights latest innovations, including more efficient, highly selective, environmentally sustainable approaches. Given widespread incorporation framework various therapeutic agents, this delivers critical insights into molecular for hit-to-lead optimization, offering detailed strategies diverse modifications. By critically examining these methodologies, paper underscores role expanding utility addressing prevailing challenges.

Language: Английский

Imidazolium‐dithiocarboxylate zwitterions catalysed ring‐opening additions of cyclopropenones DOI Open Access
Qi Wu, Fang Zhang, Qichao Zhang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 23, 2025

Abstract Imidazolium‐dithiocarboxylate zwitterions (NHC ⋅ CS 2 ), a novel organocatalyst that derived from N‐heterocyclic carbene (NHC), was used to activate cyclopropenones. Under the catalysis of 10 mol% NHC 2, range phenols, alcohols, primary and secondary amines react with cyclopropenones produce trisubstituted α , β ‐unsaturated esters amides in 46–95% yield. More than 68 products, including 7 natural product derivatives have been synthesized through this method. Mechanism study showed act as Lewis base C=C double bond trigger ring‐opening reaction. HRMS analysis indicated formation key adduct cyclopropenone. importantly, demonstrated completely different catalytic activity catalysts, latter one cannot catalyse these reactions.

Language: Английский

Citations

0
Phosphine-catalyzed reaction of cyclopropenones with water: divergent synthesis of highly functionalized γ-butenolides, trisubstituted α,β-unsaturated acids and anhydride DOI
Fujuan Li, Dan Yang,

Hongyan Qu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A catalyst-regulated phosphine-catalyzed reaction involving cyclopropenones and water has been realized, which can be utilized for the preparation of γ-butenolides trisubstituted α,β-unsaturated acids.

Language: Английский

Citations

0
Recent advances in synthetic approaches for bioactive cinnamic acid derivatives DOI Creative Commons
Betty A. Kustiana, Galuh Widiyarti, Teni Ernawati

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 21, P. 1031 - 1086

Published: May 28, 2025

Cinnamic acid derivatives represent a significant class of biologically active compounds exhibiting broad spectrum activities, such as antifungal, antidengue, antimetastatic, antimicrobial, antibacterial, and anticancer properties. Their preparation has attracted considerable attention due to their versatile applications across the pharmaceutical, food, chemical sectors. This review elucidates functional groups cinnamic that are instrumental in rational design derivatives. A comprehensive representative recent advancements synthetic methodologies over past five years is presented, particularly emphasizing scaffolds bioactive The provides strategic overview alternative routes highlights latest innovations, including more efficient, highly selective, environmentally sustainable approaches. Given widespread incorporation framework various therapeutic agents, this delivers critical insights into molecular for hit-to-lead optimization, offering detailed strategies diverse modifications. By critically examining these methodologies, paper underscores role expanding utility addressing prevailing challenges.

Language: Английский

Citations

0