1,3‐Dipolar Cycloaddition of Alkanone Enolates with Azides in Deep Eutectic Solvents for the Metal‐Free Regioselective Synthesis of Densely Functionalized 1,2,3‐Triazoles DOI Creative Commons
Luciana Cicco, Filippo Maria Perna, Aurelia Falcicchio

et al.

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(36)

Published: Aug. 9, 2022

Abstract An eco‐friendly metal‐free protocol was developed for the regioselective synthesis of densely functionalized 1,2,3‐triazoles through a 1,3‐dipolar cycloaddition reaction alkanone enolates with azides performed in environmentally responsible choline chloride/urea or acetate/urea eutectic mixture. This approach displays broad substrate scope, straightforwardly furnishing desired triazoles (including challenging phenolic derivatives) yields up to 98 %, while working at room temperature and under aerobic conditions. The practicability method is exemplified by sustainable some pharmaceutically relevant triazole derivatives carried out via telescoped, one‐pot cycloaddition/reduction processes same mixture without any halfway isolation/purification step intermediates.

Language: Английский

Biocatalytic approach for the synthesis of chiral alcohols for the development of pharmaceutical intermediates and other industrial applications: A review DOI
Mohd. Javed Naim, Mohd Fazli Mohammat,

Putri Nur Arina Mohd Ariff

et al.

Enzyme and Microbial Technology, Journal Year: 2024, Volume and Issue: 180, P. 110483 - 110483

Published: July 17, 2024

Language: Английский

Citations

5
Design of Artificial Enzymes Bearing Several Active Centers: New Trends, Opportunities and Problems DOI Open Access
Diego Carballares, Roberto Morellon‐Sterling, Roberto Fernandéz‐Lafuente

et al.

International Journal of Molecular Sciences, Journal Year: 2022, Volume and Issue: 23(10), P. 5304 - 5304

Published: May 10, 2022

Harnessing enzymes which possess several catalytic activities is a topic where intense research has been carried out, mainly coupled with the development of cascade reactions. This review tries to cover different possibilities reach this goal: promiscuous activities, fusion enzymes, + metal catalysts (including nanoparticles or site-directed attached organometallic catalyst), bearing non-canonical amino acids catalysts, design second biological but artificial active center (plurizymes) by coupling enzyme modelling and directed mutagenesis plurizymes that have site modified in both just one an irreversible inhibitor catalyst. Some examples reactions catalyzed are also described. Finally, some foreseen problems use these multi-activity described (mainly related balance necessary many instances, operational stabilities activities). The new (e.g., plurizymes) seems be unarguable interest, as may link non-biological establish combo-catalysis routes.

Language: Английский

Citations

22
Role of transition metal nanocomposites in organic reactions: A state of art as an alternative to conventional catalysts DOI Creative Commons
Swapnita Patra, Subhashree Mishra, Biswajit Parhi

et al.

Results in Chemistry, Journal Year: 2023, Volume and Issue: 6, P. 101172 - 101172

Published: Oct. 18, 2023

Nanocomposites play vital role as catalyst during organic reactions because of high aspect ratio and greater surface area nanostructured materials. The strong interfacial interaction reactant with the nanocomposites reaction gives an enhancement in rate yield product. present review reveals a critical analysis regarding function transition metal based catalytic action various reactions. Catalytic combination other carbon nanomaterials, polymeric materials well metals or oxides are extensively elaborated this review. change yields, duration reaction, atom economy, effect solvent along selectivity monitored by nanocomposites. Reduction, oxidation, epoxidation, hydrogenation, halogenation coupling appreciably reviewed considering these different nanocatalysts known name chemistry is also studied. Hence, explores new methods using catalysts following principle green replacing traditional reagents synthesis.

Language: Английский

Citations

11
Merging Au(I)-Catalysis and Biocatalysis: Practical and Scalable Synthesis of Chiral Amino Building Blocks from Alkynes DOI

Meriem Daghmoum,

Nazarii Sabat,

Meije Lecoq

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 2484 - 2491

Published: Jan. 27, 2025

Au(I)-catalyzed hydration of aliphatic terminal alkynes is followed by transaminase-catalyzed reductive amination, leading to enantioenriched chiral amines. The approach features a one-pot reaction with no particular need for compartmentalization strategy. Final functionalization performed in situ leads variety amines, pyrroles, and 1-pyrrolines obtained high enantioselectivities. method demonstrates applicability the synthesis bioactive drugs such as clobenzorex (43% yield, 3 steps, 96% ee) precursor lisdexamfetamine (34% dr 98:2).

Language: Английский

Citations

0
Harnessing Alcohol Dehydrogenases in Organic Reaction Cascades: A Strategy for Enhanced Efficiency in Synthetic Organic Chemistry DOI Open Access

Heba Abuzenah,

Muhammad Abdulrasheed,

Auwal Eshi Sardauna

et al.

Catalysts, Journal Year: 2025, Volume and Issue: 15(3), P. 223 - 223

Published: Feb. 27, 2025

Alcohol dehydrogenases (ADHs) are versatile enzymes that enable the reversible reduction of aldehydes and ketones to their corresponding alcohols. The exceptional chemo-, regio-, stereoselectivity ADHs position them as attractive catalysts for generating enantiopure alcohols, whether through deracemization racemates or asymmetric prochiral ketones. emergence robust capable functioning effectively at elevated temperatures in high concentrations non-aqueous media has stimulated interest integrating ADH-catalyzed transformations with other chemical processes a single pot, either stepwise mode simultaneously. This review presents an overview one-pot organic combine reductions additional nonenzymatic reactions, demonstrating potential enhanced efficiency sustainability synthetic chemistry.

Language: Английский

Citations

0
Ligand‐Free Pd‐Catalyzed Reductive Mizoroki‐Heck Reaction Strategy for the One‐Pot Synthesis of Functionalized Oxygen Heterocycles in Deep Eutectic Solvents DOI Creative Commons
Giuseppe Dilauro, Luciana Cicco, Paola Vitale

et al.

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 26(3)

Published: Sept. 9, 2022

Abstract A Deep Eutectic Solvent, choline chloride/glycerol (1 : 2 mol −1 ), proved to be an effective and sustainable reaction medium promote telescoped, one‐pot Mizoroki‐Heck cross‐coupling/reduction processes between 2,3‐dihydrofuran or 3,4‐dihydro‐2 H ‐pyran several (hetero)aryl halides easily access valuable 2‐(hetero)aryl tetrahydrofuran (THF) tetrahydropyran derivatives in up 95 % yield. Notably, the whole transformation takes place under aerobic conditions, absence of additional ligands, with a good substrate scope. The practicability method is also exemplified by synthesis two key THF derivatives, which are side chains pharmacologically relevant inhibitors Kv1.2 channel.

Language: Английский

Citations

17
Chemoenzymatic Cascades Combining Biocatalysis and Transition Metal Catalysis for Asymmetric Synthesis DOI Creative Commons
Sergio González‐Granda, Lorena Escot, Iván Lavandera

et al.

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(18)

Published: Feb. 6, 2023

Abstract The combination of catalytic methods provides multiple advantages in organic synthesis, allowing access to diverse molecules a straightforward manner. Merging metal and enzyme catalysis is currently receiving great attention due the possibility assemble C−C coupling, olefin metathesis, hydration other reactions with exquisite stereospecificity displayed by enzymes. Thus, this minireview organized based on action species (Pd, Ru, Au, Ir, Fe…) different Special will be paid design sequential processes concurrent cascades, presenting solutions such as use surfactants or compartmentalization strategies for those cases where incompatibilities could hamper overall process.

Language: Английский

Citations

10
Design of 3D‐Printed Heterogeneous Reactor Systems To Overcome Incompatibility Hurdles when Combining Metal and Enzyme Catalysis in a One‐Pot Process DOI Creative Commons

Nadiya Salitra,

Jonas Gurauskis, Harald Gröger

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(24)

Published: Jan. 13, 2024

Combining chemo- and biocatalysis enables the design of novel economic sustainable one-pot processes for preparation industrial chemicals, preferably proceeding in water. While a range proofs-of-concept compatibility such catalysts from these two different "worlds catalysis" have recently been demonstrated, merging noncompatible biocatalysts joint applications within one reactor remained challenge. A conceptual solution is compartmentalization catalytic moieties by heterogenization critical catalyst components, thus "shielding" them complementary catalyst, substrate or reagent. Exemplified process consisting metal-catalyzed Wacker oxidation enzymatic reduction as individual reactions steps, we demonstrate that making use 3D printing heterogeneous materials containing Cu metal component can overcome incompatibility hurdles. The application 3D-printed Cu-ceramic device allows an efficient combination with enzyme desired two-step transformation styrene into chiral alcohol product high overall conversion excellent enantioselectivity. This concept based on heterogenized represents scalable methodology opens up numerous perspectives to be used general tool also other related chemoenzymatic research challenges.

Language: Английский

Citations

3
Iodine(iii)-mediated oxidative chlorination, bromination and iodination of chromone derivatives using alkyl halides as the solvent and halogen source DOI

Yuping Zhao,

Jia-Lu Liao,

Jiuzhong Huang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(9), P. 2579 - 2584

Published: Jan. 1, 2024

A protocol for iodine( iii )-mediated oxidative chlorination, bromination and iodination of chromone derivatives has been developed using alkyl halide solvents such as CHCl 3 , CH 2 Br I the halogen source.

Language: Английский

Citations

3
Enzyme-Friendly Solvent for One-Pot Chemobiocatalytic Valorization of Fructose into Valuable Furanics via 5-Hydroxymethylfurfural DOI
Qian Wu,

Min‐Hua Zong,

Ning Li

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 22, 2024

Direct conversion of inexpensive fructose into value-added furanic chemicals via chemobiocatalytic cascades is a highly attractive yet challenging task due to the incompatibility issues between chemo- and biocatalysts. Among issues, solvent crucial make two worlds catalysts work well in one pot. In this work, we present an enzyme-friendly natural deep eutectic (NADES)-based medium for one-pot valorization valuable furanics 5-hydroxymethylfurfural (HMF). HMF was obtained with approximately 40% yield 64% selectivity within 1.5 h under 150 °C 15 wt % NADES (choline chloride/oxalic acid, 1:1, mol/mol) aqueous solution. significantly improved 91% by applying vol methyl isobutyl ketone/NADES biphasic medium. A NADES/unreacted recycle process designed improve both overall (77%) (72%). The NADES-based benign toward various biocatalysts such as alcohol aldehyde dehydrogenases, acyltransferase, ω-transaminase, evidenced good yields (86–97%) desired products subsequent biotransformations. Specifically, 2,5-bis(hydroxymethyl)furan from 41% isolated gram-scale synthesis. This may lay foundation sustainable manufacture high-value biomass.

Language: Английский

Citations

3