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SYNTHESIS OF COMPOUNDS CONTAINING 8-OXA-3-AZABICYCLO (3.2.1)OCTANE RING

The present invention mainly pertains to catalytic processes for the direct amination of 2, -bis(hydroxymethyl) tetrahydrofuran to obtain compounds containing the 8-oxa-3-azabicyclo (3.2.1) octane ring, in the presence of: a homogenous catalyst which is a complex comprising at least one element selected from the group consisting of Iridium or Ruthenium and at least one donor ligand, or a heterogeneous catalyst comprising at least one Group 8-11 transition metal element and one poor metal element in the p-block of the period table.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Pd/C-catalyzed reactions of HMF: Decarbonylation, hydrogenation, and hydrogenolysis

The diverse reactivity of 5-hydroxymethylfural (HMF) in Pd/C-catalyzed reactions is described with emphasis on the role of additives that affect selectivity. Three broad reactions are examined: decarbonylation, hydrogenation, and hydrogenolysis. Especially striking are the multiple roles of formic acid in hydrogenolysis/hydrogenation and in suppressing decarbonylation, as illustrated by the conversion of HMF to DMF. Hydrogenation of the furan ring is suppressed by CO2 and carboxylic acids. These results emphasize the utility of Pd/C as a convenient catalyst for upgradation of cellulosic biomass.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Solid acid catalyzed synthesis of furans from carbohydrates

The alternative feedstock, biomass (particularly lignocelluloses), having the profuse availability, is promising for the synthesis of several value-added chemicals which are currently obtained from fossil feedstock. In this article, the synthesis of two extremely significant furan chemicals viz. furfural and 5-hydroxymethylfurfural (HMF) are discussed. In the synthesis of furans from biomass, numerous challenges, i.e., use of edible sugars as substrates, selectivity to furans, their isolation in pure form, reuse of catalyst, environmental issues, etc., are perceived and in the recent past researchers tried to resolve those by developing advance methodologies. This article comprehensively summarizes the latest progress made in the above-mentioned areas and also provides commentary on the analyses of results, rationale for observed activity and mechanisms, etc. It also discusses future aspects of this work.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Discovery of (cis-Tetrahydrofuran-2,5-diyl)dimethanol

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Porous nanomaterials as green catalyst for the conversion of biomass to bioenergy

Natural fossil fuel is the prime resource of energy and with the rapid technological development its reserve is depleting at an alarming rate. To overcome this concern bio-refinery is the most emerging and necessary approach, where liquid fuels and related demanding fine chemicals can be derived very effectively from biomass via platform chemical 5-hydroxymethylfurfural (HMF). HMF, furfural and 2,5-furandicarboxylic acid (FDCA) can be derived from biomass via several catalytic processes. Thus the objective of this review is to summarize various catalytic methods to produce 5-hydroxymethylfurfural (HMF) the precursor of 2,5-dimethylfuran (DMF) from a variety of monomeric bioresources such as glucose, fructose, dimeric (sucrose) and also polymeric carbohydrates like starch, cellulose and biomass derived carbohydrates (raw biomass). High surface acidity and porous nanostructures (high surface area) of the nanomaterials play crucial role in these heterogeneous catalytic processes. Several nanoporous solid acid catalysts like porous resin, micro/mesoporous carbons, microporous zeolites, mesoporous metal oxides, functionalized mesoporous silicas and porous organic polymers employed in the selective biomass conversion reactions are discussed in detail in this review. Bifunctional catalysts, MOFs and metal phosphonates with functionalised surfaces in comparison to those of the conventional solid acid catalysts are also discussed in-depth.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Chiral Pool/Henry/Enzymatic routes to acetogenin synthons

Enantio specific and enantioselective approaches to the natural (16 R,19R)- and the unnatural (16S,19S)- THF core of the bioactive acetogenin annonacin are described which utilizes both a chiral pool synthesis and enzymatic transformations. In the antipodal (2S,5S) THF series derived from D-(+)-glucosamine, the semi-protected THF aldehyde synthon allows for two-directional synthetic elaboration through a Henry reaction with a lipid-like nitroalkane. The resulting nitroalcohol having the unnatural (2S,5S)-THF core was oxidized to the corresponding a-nitroketone using a modified Collins oxidation. The intermediate a-nitroketone has potential for the preparation of the C15-C32 core and analogues through subsequent removal of the nitro group and reduction of the carbonyl.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Non-fuel applications of sugars in Brazil

The use of biomass for the production of fuels and chemicals can mitigate several of the problems involving greenhouse gas emissions and the depletion of the world’s non-renewable resources. High value, lower volume biobased chemicals may also increase the return on investments in biofuels-only operations thus contributing to overcome a significant barrier to realizing a biorefinery’s economic goals. Recent evaluations of structures most easily obtained from a given conversion process have the advantage of tailoring broad-based processes to the building blocks available from certain biorefinery operations. Selected structures available from chemical and biological transformations of sugar cane and its residues are discussed in terms of their integration into biorefinery operations. Those structures currently under investigation by Brazilian groups that appear to be the most promising for production by the chemical industry are discussed.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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8-Oxa-3-azabicyclo(3.2.1)octane analgesic compositions and method of alleviating pain in animals

Disclosed are compounds, having the following general formula, which are useful as analgesics in living animals. SPC1 Wherein R is a radical selected from the group consisting of aralkyl, aryl, aminoalkyl, arylalkanoyl, heteroaroyl, alkoxy substituted aroyl, alkenyl (C2 to C4), halogen substituted aralkyl, guanadinoalkyl, halogen substituted aroyl, alkyl substituted aroyl, halogen substituted arylalkanoyl, hexahydrobenzoyl, arylalkenoyl, o- or p-alkyl substituted phenylalkanoyl, alkyl substituted naphthylalkanoyl, alkanoyl (C3 to C20), haloalkyl substituted aroyl, alkoxy substituted aralkyl, heteroaralkyl, anilinocarbonyl, adamantanecarbonyl, arylsulfonyl, carboxyl substituted aroyl, hydroxyl substituted aroyl, alkanoyloxy substituted aroyl, arylglyoxylyl, alicyclic, arylene dicarbonyl-8-oxa-3-azabicyclo(3.2.1)octane, alkylene-8-oxa-3-azabicyclo (3.2.1)octane, alkylene dicarbonyl-8-oxa-3-azabicyclo(3.2.1)octane, and the pharmacologically acceptable acid addition salts thereof.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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CHAPTER 6: Renewable Starting Materials, Biocatalysis, and Multicomponent Reactions: A Powerful Trio for the Green Synthesis of Highly Valued Chemicals

This chapter illustrates a series of recent examples on the cooperation of multicomponent reactions with biocatalysis and/or with the use of renewable starting materials derived from biomass. Teaming these three green methodologies affords important benefits from the point of view of sustainable synthesis. In particular, biocatalysts have been used to (i) generate enantiopure inputs for multicomponent reactions, (ii) resolve racemic multicomponent products, and (iii) catalyze the multicomponent process itself. As far as it concerns renewable inputs, this chapter will focus on the exploitation of diols, furan derivatives, levulinic acid, and lipids.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Functionalised heterogeneous catalysts for sustainable biomass valorisation

Efficient transformation of biomass to value-added chemicals and high-energy density fuels is pivotal for a more sustainable economy and carbon-neutral society. In this framework, developing potential cascade chemical processes using functionalised heterogeneous catalysts is essential because of their versatile roles towards viable biomass valorisation. Advances in materials science and catalysis have provided several innovative strategies for the design of new appealing catalytic materials with well-defined structures and special characteristics. Promising catalytic materials that have paved the way for exciting scientific breakthroughs in biomass upgrading are carbon materials, metal-organic frameworks, solid phase ionic liquids, and magnetic iron oxides. These fascinating catalysts offer unique possibilities to accommodate adequate amounts of acid-base and redox functional species, hence enabling various biomass conversion reactions in a one-pot way. This review therefore aims to provide a comprehensive account of the most significant advances in the development of functionalised heterogeneous catalysts for efficient biomass upgrading. In addition, this review highlights important progress ensued in tailoring the immobilisation of desirable functional groups on particular sites of the above-listed materials, while critically discussing the role of consequent properties on cascade reactions as well as on other vital processes within the bio-refinery. Current challenges and future opportunities towards a rational design of novel functionalised heterogeneous catalysts for sustainable biomass valorisation are also emphasized.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Production of 1,5-pentanediol from biomass via furfural and tetrahydrofurfuryl alcohol

Production of 1,5-pentanediol from tetrahydrofurfuryl alcohol, which can be produced from biomass via furfural, is reviewed. Silica- or carbon-supported rhodium catalysts modified with Re, Mo or W show high activity and selectivity, while commercial hydrogenation catalysts such as Ru/C, copper chromite and Raney Ni show much lower activity and selectivity. The formation of metal bond between rhodium metal particles and additive metal is a key to the high performance. The reaction mechanism is discussed based on the characterization data, reactivity of related substrates and kinetics.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem