The Ugi Multicomponent Reaction for the One‐Step Construction of Macrocycles DOI Open Access
Yi‐Ming Chen, Xue Li, Zhigang Xu

et al.

The Chemical Record, Journal Year: 2025, Volume and Issue: unknown

Published: March 21, 2025

The exploration of macrocycles began in the 20th century, coinciding with progressive advancement synthetic chemistry methodologies. From numerous strategies, Ugi reaction stands out as an efficacious four-component (4-CR). is particularly distinguished by its robust functional group tolerance, enabling creation that are both diverse and complex a singular step. This review collates contemporary examples macrocycles, all which have been crafted using to construct these macrocyclic frameworks. employment various bifunctional reagents (with same or different groups), has introduced plethora cyclization tactics, resulting synthesis multitude cage molecules. In order offer invaluable insights into construction use distinct colors for reactants made entire process transparently visible, thereby enhancing readers' understanding sparking their interest.

Language: Английский

Accelerating Drug Discovery: Synthesis of Complex Chemotypes via Multicomponent Reactions DOI
Melissa J. Buskes,

Aaron Coffin,

Dawn M. Troast

et al.

ACS Medicinal Chemistry Letters, Journal Year: 2023, Volume and Issue: 14(4), P. 376 - 385

Published: March 8, 2023

The generation of multiple bonds in one reaction step has attracted massive interest drug discovery and development. Multicomponent reactions (MCRs) offer the advantage combining three or more reagents a one-pot fashion to effectively yield synthetic product. This approach significantly accelerates synthesis relevant compounds for biological testing. However, there is perception that this methodology will only produce simple chemical scaffolds with limited use medicinal chemistry. In Microperspective, we want highlight value MCRs toward complex molecules characterized by presence quaternary chiral centers. paper cover specific examples showing impact technology clinical recent breakthroughs expand scope topologically rich molecular chemotypes.

Language: Английский

Citations

46

General Strategy for Incorporation of Functional Group Handles into Covalent Organic Frameworks via the Ugi Reaction DOI
Alexander Volkov,

Jiashan Mi,

Kanika Lalit

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(11), P. 6230 - 6239

Published: March 9, 2023

The library of imine-linked covalent organic frameworks (COFs) has grown significantly over the last two decades, featuring a variety morphologies, pore sizes, and applications. An array synthetic methods been developed to expand scope COF functionalities; however, most these were designed introduce functional scaffolds tailored specific application. Having general approach diversify COFs via late-stage incorporation group handles would greatly facilitate transformation materials into platforms for useful Herein, we report strategy in Ugi multicomponent reaction. To demonstrate versatility this approach, have synthesized with hexagonal kagome morphologies. We then introduced azide, alkyne, vinyl groups, which could be readily utilized post-synthetic modifications. This facile enables functionalization any containing imine linkages.

Language: Английский

Citations

45

Multicomponent Reaction-Assisted Drug Discovery: A Time- and Cost-Effective Green Approach Speeding Up Identification and Optimization of Anticancer Drugs DOI Open Access
Giovanni Graziano, Angela Stefanachi, Marialessandra Contino

et al.

International Journal of Molecular Sciences, Journal Year: 2023, Volume and Issue: 24(7), P. 6581 - 6581

Published: April 1, 2023

Multicomponent reactions (MCRs) have emerged as a powerful strategy in synthetic organic chemistry due to their widespread applications drug discovery and development. MCRs are flexible transformations which three or more substrates react form structurally complex products with high atomic efficiency. They being increasingly appreciated highly exploratory evolutionary tool by the medicinal community, opening door sustainable, cost-effective rapid synthesis of biologically active molecules. In recent years, MCR-based strategies found extensive application field discovery, several anticancer drugs been synthesized through MCRs. this review, we present an overview representative literature examples documenting different approaches development new drugs.

Language: Английский

Citations

44

Impact of Microwaves on Organic Synthesis and Strategies toward Flow Processes and Scaling Up DOI Creative Commons
Katia Martina, Giancarlo Cravotto, Rajender S. Varma

et al.

The Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 86(20), P. 13857 - 13872

Published: June 14, 2021

Microwave-assisted organic synthesis has been widely studied and deliberated, opening up some controversial issues as well. Nowadays, microwave chemistry is a mature technology that well demonstrated in many cases with numerous advantages terms of the reaction rate yield. The strategies toward scaling find an ally continuous-flow reactor comparing dielectric conductive heating.

Language: Английский

Citations

83

Multicomponent Reactions for the Synthesis of Active Pharmaceutical Ingredients DOI Creative Commons
Ángel Cores, José Clerigué,

Emmanuel Orocio-Rodríguez

et al.

Pharmaceuticals, Journal Year: 2022, Volume and Issue: 15(8), P. 1009 - 1009

Published: Aug. 17, 2022

Multicomponent reactions 9i.e., those that engage three or more starting materials to form a product contains significant fragments of all them), have been widely employed in the construction compound libraries, especially context diversity-oriented synthesis. While relatively less exploited, their use target-oriented synthesis offers advantages terms synthetic efficiency. This review provides critical summary multicomponent for preparation active pharmaceutical principles.

Language: Английский

Citations

42

The green chemistry paradigm in modern organic synthesis DOI
Sergei G. Zlotin, Ksenia S. Egorova, Valentine P. Ananikov

et al.

Russian Chemical Reviews, Journal Year: 2023, Volume and Issue: 92(12), P. RCR5104 - RCR5104

Published: Dec. 1, 2023

After the appearance of green chemistry concept, which was introduced in vocabulary early 1990s, its main statements have been continuously developed and modified. Currently, there are 10–12 cornerstones that should form basis for an ideal chemical process. This review analyzes accumulated experience achievements towards design products processes reduce or eliminate use generation hazardous substances. The presents views leading Russian scientists specializing various fields this subject, including homogeneous heterogeneous catalysis, fine basic organic synthesis, electrochemistry, polymer chemistry, based on bio-renewable feedstocks energetic compounds materials. A new approach to quantitative evaluation environmental friendliness by authors is described. <br> bibliography includes 1761.

Language: Английский

Citations

39

An update on chiral phosphoric acid organocatalyzed stereoselective reactions DOI
Eddy I. Jiménez

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(17), P. 3477 - 3502

Published: Jan. 1, 2023

This review article presents an in-depth analysis of the strategies and methodologies for using chiral phosphoric acids as organocatalysts in asymmetric syntheses from recent literature.

Language: Английский

Citations

32

A Review on Hydrophobically Associated Alginates: Approaches and Applications DOI Creative Commons

S. Akshaya,

A. Joseph Nathanael

ACS Omega, Journal Year: 2024, Volume and Issue: 9(4), P. 4246 - 4262

Published: Jan. 17, 2024

Alginates are linear anionic polysaccharides, which well-known for their biocompatible, nontoxic, and biodegradable nature. The polymer consists of alternating units β-(1 → 4)-linked D-mannuronic acid (M) α-(1 L-guluronic (G) that have hydroxyl carboxyl groups as the main functional groups. As a large number free present in polymeric chain, is predominantly hydrophilic. food pharmaceutical industries been most extensive utilizers alginates to produce gelling thickening agents. However, by imparting hydrophobicity alginates, range applications can be widened. Although there reviews on alginate its chemical modifications, focusing hydrophobically associated not presented. commonly used modifications incorporate include esterification, Ugi reaction, reductive amination, graft copolymerization. modified play an important role delivery hydrophobic drugs pesticides modification increases affinity toward components helps sustained release. Due nontoxic edible nature, they find use industry emulsion stabilizer stabilize oil-in-water emulsions improve creaming ability. Further, alginate-based materials such membranes, aerogels, films functionality applicability water treatment packaging. This Review aims highlight methods done impart alginate, different sectors ranging from drug packaging discussed.

Language: Английский

Citations

9

Non-symmetric stapling of native peptides DOI
Fa‐Jie Chen, Wanzhen Lin, Fen‐Er Chen

et al.

Nature Reviews Chemistry, Journal Year: 2024, Volume and Issue: 8(5), P. 304 - 318

Published: April 4, 2024

Language: Английский

Citations

8

Identification of the first-in-class dual inhibitor targeting BAG3 and HSP70 proteins to disrupt multiple chaperone pathways DOI Creative Commons
Dafne Ruggiero,

Emis Ingenito,

Eleonora Boccia

et al.

European Journal of Medicinal Chemistry, Journal Year: 2025, Volume and Issue: 287, P. 117358 - 117358

Published: Feb. 6, 2025

Language: Английский

Citations

1