4.8 Article

Biomass to Aromatic Amine Module: Alkali Catalytic Conversion of N-Acetylglucosamine into Unsubstituted 3-Acetamidofuran by Retro-Aldol Condensation

Related references

Note: Only part of the references are listed.
Article Chemistry, Multidisciplinary

Chitin Hydrolysis Using Zeolites in Lithium Bromide Molten Salt Hydrate

Gokalp Gozaydin et al.

Summary: In this study, a method for hydrolyzing untreated chitin using low-cost and recyclable zeolites in a LiBr solution was reported. SAPO-34 and SSZ-13 zeolites showed superior performance. The work establishes a pathway for chitin hydrolysis using solid heterogeneous catalysts.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2023)

Article Engineering, Environmental

In-situ oxidation/reduction facilitates one-pot conversion of lignocellulosic biomass to bulk chemicals in alkaline solution

Xiaolin Luo et al.

Summary: The article presents the development of one-pot oxidative and reductive processes for the high-yield conversion of lignocellulosic biomass to bulk chemicals. The cost analysis indicates the potential profitability of these processes in the petrochemical-dominated market.

CHEMICAL ENGINEERING JOURNAL (2022)

Review Pharmacology & Pharmacy

Metabolic Activation and Hepatotoxicity of Furan-Containing Compounds

Min Tian et al.

Summary: This review explores the relationship between metabolic activation and hepatotoxicity of furan-containing compounds, focusing on several typical alkylated furans, synthetic pharmaceuticals, and components extracted from herbal medicines. The pharmacological activities and evidence of liver injuries caused by these compounds are described, and potential toxic mechanisms are discussed based on previous research. The article provides insights for seeking solutions and preventing toxic effects in clinical practice.

DRUG METABOLISM AND DISPOSITION (2022)

Review Chemistry, Multidisciplinary

Diverse Applications of Biomass-Derived 5-Hydroxymethylfurfural and Derivatives as Renewable Starting Materials

Franklin Chacon-Huete et al.

Summary: This review summarizes recent efforts to utilize 5-hydroxymethylfurfural (HMF) and related furans as emerging building blocks for the synthesis of fine chemicals and materials. The focus is on advanced applications within medicinal and polymer chemistry, as well as nanomaterials. Biomass-derived furans have shown promising chemical versatility and potential for derivatization towards valuable targets. Continued work on synthetic manipulation of HMF and related derivatives is crucial for access to a wide range of compounds and materials. The utilization of biomass-derived furans for chemical applications is important for accelerating the paradigm shift towards a sustainable chemical industry.

CHEMSUSCHEM (2022)

Article Chemistry, Physical

Chemo-catalytic synthesis of biomass-derived furanyl diethers: green and renewable bio-diesel components

Yujia Pang et al.

Summary: This article collected and summarized the engine performance parameters, mechanistic pathways, and preparation methods of furanyl diethers as sustainable bio-fuel additives, and discussed the challenges in their synthesis and feasible research directions and strategies.

SUSTAINABLE ENERGY & FUELS (2022)

Article Chemistry, Multidisciplinary

A direct Diels-Alder reaction of chitin derived 3-acetamido-5-acetylfuran

Juliana G. Pereira et al.

Summary: The study addresses the challenge of using electron-poor furanic platforms as dienes by utilizing a chitin-derived furan compound called 3-acetamido-5-acetylfuran (3A5AF) in the Diels-Alder reaction. This novel compound shows remarkable kinetics in the reaction and allows for the efficient preparation of 7-oxanorbornenes (7-ONBs).

GREEN CHEMISTRY (2022)

Article Chemistry, Multidisciplinary

Preparation of 3-aceta mido-5-acetylfuran from N-acetylglucosamine and chitin using biobased deep eutectic solvents as catalysts

Chaoqiang Wu et al.

Summary: This study proposes a new method to convert N-acetylglucosamine (NAG) and chitin to 3-Acetamido-5-acetylfuran (3A5AF) using biobased deep eutectic solvents (DESs). The DES made with choline chloride/citric acid (CCCA) showed the best catalytic properties with a maximum yield of 47.1 mol% for NAG and 5.0 mol% for chitin. The method also showed good recyclability and simple purification process, resulting in a 99.0% pure 3A5AF product.

REACTION CHEMISTRY & ENGINEERING (2022)

Article Chemistry, Physical

Sulfonic acid covalently grafted halloysite nanotubes for highly efficient synthesis of biofuel 5-ethoxymethylfurfural

Yanping Xiang et al.

Summary: This study synthesized sulfonic acid grafted halloysite nanotubes as catalysts and successfully converted 5-hydroxymethylfurfural into 5-ethoxymethylfurfural. The results showed that the catalysts have good catalytic activity and stability.

SUSTAINABLE ENERGY & FUELS (2022)

Article Chemistry, Physical

A furan-based organic cathode material for high-performance sodium ion batteries

Jingwei Zhang et al.

Summary: Organic materials have the potential to be electrode materials for sodium ion batteries due to their tunable molecular structures and low costs. However, their dissolution in electrolyte leads to poor performance. In this study, a furan-based QFQ compound is developed, which is almost insoluble in organic electrolytes and exhibits stable electrochemical performance. This is the first report of furan unit working as additional anion storage site, which could be useful for future design of efficient organic cathode materials.

JOURNAL OF MATERIALS CHEMISTRY A (2022)

Article Biochemistry & Molecular Biology

Design, synthesis, and biological activity of novel semicarbazones as potent Ryanodine receptorl inhibitors of Alzheimer's disease

Baozhu Dai et al.

Summary: This study focused on designing and evaluating the biological activity of novel RyR1 inhibitors, with compound 12a showing significant inhibitory effects on Ca2+ release and cognitive behavior improvement in AD-model mice. Further structural optimization studies on this series of derivatives are currently ongoing in the laboratory.

BIOORGANIC & MEDICINAL CHEMISTRY (2021)

Article Chemistry, Organic

Synthesis of 2,5-Diaryl Nonsymmetric Furans C6-Platform Chemicals via Catalytic Conversion of Biomass and the Formal Synthesis of Dantrolene

Franklin Chacon-Huete et al.

Summary: Researchers have developed an efficient synthetic strategy utilizing 5-hydroxymethyl furfural to prepare nonsymmetric furans, with the presence of a hydroxymethyl handle enhancing reaction yields. This method can also be used to access a variety of nonsymmetric 2,5-diaryl furans.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Article Chemistry, Physical

Chemo-enzymatic protocol converts chitin into a nitrogen-containing furan derivative, 3-acetamido-5-acetylfuran

Kequan Chen et al.

Summary: In this study, an efficient chemo-enzymatic protocol was developed to produce 3-acetamido-5-acetylfuran (3A5AF) from chitin resources. The optimal conditions for the conversion of GlcNAc to 3A5AF were determined, resulting in a high molar yield of 56.66%. The catalytic agent NH4SCN showed good recyclability and the scalability of the preparation process was successful. This new protocol offers a sustainable and green method for converting chitin resources into 3A5AF.

MOLECULAR CATALYSIS (2021)

Article Chemistry, Multidisciplinary

Green Conversion of N-Acetylglucosamine into Valuable Platform Compound 3-Acetamido-5-acetylfuran Using Ethanolamine Ionic Liquids as Recyclable Catalyst

Hongjun Zang et al.

Summary: The study presents a sustainable protocol for direct conversion of NAG to 3A5AF using ethanolamine ionic liquids as catalysts, achieving a high yield of 62.0% at optimal reaction conditions. The catalyst displayed good reusability and maintained good catalytic activity after recycling five times.

CHEMISTRYSELECT (2021)

Article Chemistry, Medicinal

Synthesis and Biological Evaluation of Dantrolene-Like Hydrazide and Hydrazone Analogues as Multitarget Agents for Neurodegenerative Diseases

Isabella Bolognino et al.

Summary: In this study, twenty-one dantrolene-like analogues were synthesized to explore their inhibitory activity on MAOs and AChE, two well-established target enzymes for neurodegenerative syndromes. The results showed that two compounds exhibited good selectivity towards MAO B and potential neuroprotective effects.

CHEMMEDCHEM (2021)

Article Chemistry, Organic

Synthesis of 3-Amino-5-fluoroalkylfurans by Intramolecular Cyclization

Clotilde Placais et al.

Summary: A rapid and simple synthesis method has been developed to access rarely described 3-amino-5-fluoroalkylfurans by cyclization of easily accessible fluorovinamides. The method is compatible with four different fluorinated groups and a wide range of substituents on the amine, affording the desired furans as hydrochloride salts in quantitative or nearly quantitative yields.

ORGANIC LETTERS (2021)

Review Chemistry, Physical

Recent Advances of Furan and Its Derivatives Based Semiconductor Materials for Organic Photovoltaics

Bing Zheng et al.

Summary: Furan and its derivatives, such as benzofuran and benzodifuran, have been recognized as essential components in organic solar cells due to their excellent semiconducting properties. Researchers have increasingly focused on furan-based materials for their advantages in terms of solubility, stacking, rigidity, and fluorescence. This has led to a systematic understanding of the relationships between molecular structures, optoelectronic properties, and photovoltaic performances, ultimately driving the development of new organic semiconductor materials.

SMALL METHODS (2021)

Review Chemistry, Multidisciplinary

Production of chemicals from marine biomass catalysed by acidic ionic liquids

Li Liu

Summary: The rapid development of shell biorefining in the past decade has seen an increasing application of ionic liquids (ILs) for catalyzing the conversion of marine biomass. However, due to the greater structural complexity of marine biomass, the methodological developments of ILs in this area have been limited. This study reviews the conversion of marine biomass using acidic ILs as catalysts, comparing their characteristics with lignocellulosic biomass and showing the structural effect of marine biomass on their conversion.

GREEN CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

Characteristic activity of phosphorous acid in the dehydration condensation of a chitin-derived nitrogen-containing sugar alcohol

Cheng Yang et al.

Summary: This study discovered that the weak acid H3PO3 can replace the large amount of strong acid catalyst needed to convert ADS to ADI, reducing costs and eliminating the need for special equipment. Additionally, the modified pathway via phosphite esters significantly reduces activation energy and decreases the formation of condensation by-products.

GREEN CHEMISTRY (2021)

Article Chemistry, Organic

One-pot synthesis of 3-aminofurans using a simple and efficient recyclable CuI/[bmim]PF6 system

Veeranna Guguloth et al.

Summary: The one-pot three-component reaction using CuI catalyst in [bmim][PF6] to access 3-aminofurans proceeded well, with the resultant products easily isolated and the system reusable up to six times with minimal decrease in activity.

ORGANIC & BIOMOLECULAR CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

A catalytic approach via retro-aldol condensation of glucose to furanic compounds

Rui Zhang et al.

Summary: The study introduces a novel method for catalytic conversion of glucose with acetylacetone to furan-centered chemicals, providing potential building blocks for the synthesis of fine chemicals. The experimentally supported reaction mechanism is cascade-type, offering a new but generic synthesis strategy for GA-based C2 and erythrose-based C4 chemistry in biorefining.

GREEN CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

Chitin hydrolysis in acidified molten salt hydrates

Gokalp Gozaydin et al.

GREEN CHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Haber-independent, diversity-oriented synthesis of nitrogen compounds from biorenewable chitin

Thuy Trang Pham et al.

GREEN CHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Two-Step Preparation of Diverse 3-Amidofurans from Chitin

Thuy Trang Pham et al.

CHEMISTRYSELECT (2019)

Article Chemistry, Multidisciplinary

Towards the Shell Biorefinery: Sustainable Synthesis of the Anticancer Alkaloid Proximicin A from Chitin

Alejandro D. Sadiq et al.

CHEMSUSCHEM (2018)

Review Chemistry, Physical

Shell biorefinery: A comprehensive introduction

Max J. Hulsey

GREEN ENERGY & ENVIRONMENT (2018)

Article Chemistry, Multidisciplinary

Total Synthesis of (-)-Himalensine A

Heyao Shi et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Review Green & Sustainable Science & Technology

Recent advances in catalytic transformation of biomass-derived 5-hydroxymethylfurfural into the innovative fuels and chemicals

Lei Hu et al.

RENEWABLE & SUSTAINABLE ENERGY REVIEWS (2017)

Review Chemistry, Multidisciplinary

Shell Biorefinery: Dream or Reality?

Xi Chen et al.

CHEMISTRY-A EUROPEAN JOURNAL (2016)

Article Chemistry, Organic

LDA-Promoted Synthesis of 3-Amino Furans by Selective Lithiation of Enaminones

Lingkai Kong et al.

JOURNAL OF ORGANIC CHEMISTRY (2015)

Review Chemistry, Multidisciplinary

Conversion of biomass platform molecules into fuel additives and liquid hydrocarbon fuels

Maria J. Climent et al.

GREEN CHEMISTRY (2014)

Article Chemistry, Multidisciplinary

Direct conversion of chitin into a N-containing furan derivative

Xi Chen et al.

GREEN CHEMISTRY (2014)

Article Chemistry, Multidisciplinary

Non-catalytic synthesis of Chromogen I and III from N-acetyl-D-glucosamine in high-temperature water

Mitsumasa Osada et al.

GREEN CHEMISTRY (2013)

Article Chemistry, Multidisciplinary

Facile synthesis of 3,4-dihalofurans via electrophilic iodocyclization

Fan Yang et al.

CHEMICAL COMMUNICATIONS (2011)

Article Chemistry, Multidisciplinary

A novel one-pot three-component synthesis of 3-halofurans and sequential Suzuki coupling

AS Karpov et al.

CHEMICAL COMMUNICATIONS (2005)

Article Chemistry, Organic

Several convenient methods for the synthesis of 2-amido substituted furans

A Padwa et al.

JOURNAL OF ORGANIC CHEMISTRY (2003)

Article Chemistry, Multidisciplinary

Synthesis of some 3-furylamine derivatives

AR Lingham et al.

AUSTRALIAN JOURNAL OF CHEMISTRY (2002)

Article Chemistry, Organic

One-pot synthesis of unsymmetrical triarylamines from aniline precursors

MC Harris et al.

JOURNAL OF ORGANIC CHEMISTRY (2000)

Article Chemistry, Organic

Preparation of 5-substituted 3-aminofuran-2-carboxylate esters

AM Redman et al.

ORGANIC LETTERS (2000)