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K2CO3-mediated reactions of 6-bromo-2-hexenoates and 7-bromo-2-heptenoate with active methylene compounds deliver highly substituted cyclopentane and cyclohexane derivatives, respectively via a sequence of S N2-conjugate addition reactions (formal [4 + 1]- and [5 + 1]-annulation) in a diastereoselective manner.

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Tetrahydrofuran – Wikipedia,
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As part of a project to generate a library of nucleosides as potential antiviral agents, a small subset of novel acyclic phosphonic acid nucleosides was prepared. Practical synthetic routes are described for three targets, which were then tested against HIV, hepatitis C virus (HCV), and Dengue virus.

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Tetrahydrofuran – Wikipedia,
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Prior to detailed process design, it is vital to first generate a good flowsheet that meets particular objective. This is particularly the case in bio-based materials and products, where, given a range of chemistries, the synthesis problem is not about the best way to make a particular product but rather the best way to convert a specific feedstock. In order to do so, an optimisation-based framework, which can be used to identify the optimal configuration of a process network that consists of both reactions and separation systems to achieve maximum economic potential, is presented in this paper. A process superstructure, which includes the concept of master reaction stages and subsidiary separation stages, is introduced to facilitate the theory. The problem is formulated as a generalised mixed integer linear programming (MILP) model which accounts for the simultaneous selection of products and identification of the process configuration. The solution of the optimisation problem includes the best possible economic performance, identification of active reactions, reaction ordering and separation sequences along with the corresponding flowsheet of the optimal process. The economic criterion takes account of raw materials costs, product values and separation related costs. Two bio-based chemical case studies are presented to illustrate the applicability of the proposed methodology.

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

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An electrophilic trifluoromethylation of ketene silyl acetals (KSAs) by hypervalent iodine reagents 1 and 2 has been developed. The reaction proceeds under very mild conditions in the presence of a catalytic amount of trimethylsilyl bis(trifluoromethanesulfonyl)imide (up to 2.5 mol %) as a Lewis acid providing a direct access to a variety of secondary, tertiary, and quaternary alpha-trifluoromethyl esters and lactones in high yield (up to 98%).

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Tetrahydrofuran – Wikipedia,
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The sustainable production of polymers from biogenic platform chemicals shows great promise to reduce the chemical industry’s dependence on fossil resources. In this context, we propose a new two-step process leading from dicarboxylic acids, such as succinic and itaconic acid, to N-vinyl-2-pyrrolidone monomers. Firstly, the biogenic acid is reacted with ethanolamine and hydrogen using small amounts of water as solvent together with solid catalysts. For effective conversion, the optimal catalyst (carbon supported ruthenium) has to hold the ability of activating H2 as well as (imide) CO bonds. The obtained products, N-(2-hydroxyethyl)-2-pyrrolidones, are subsequently converted in a continuous gas phase dehydration over simple sodium-doped silica, with excellent selectivity of above 96 mol% and water as the sole by-product. With a final product yield of ?72 mol% over two process steps and very little waste due to the use of heterogeneous catalysis, the proposed route appears promising-commercially as well as in terms of Green Chemistry.

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Tetrahydrofuran – Wikipedia,
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Michael addition of lithium enolates of gamma-butyrolactone 1 and alpha-methyl-gamma-butyrolactone 1? to (E)-1-nitropropene 2, (E)-beta-nitrostyrene 3 and (E)-2-nitro-1-phenylpropene 4 is described. Reactions of the lithium enolate of 1? with 2 and 4 occurred with high diasteroselectivity (80 and 92% d.e., respectively). Reactions of the zinc enolate of 1? with two beta-nitroenamines and two methylthio-substituted 1-amino-2-nitro-1,3-dienes were also examined. Catalytic reduction of the nitroalkylated and nitroalkenylated products allowed the achievement of functionalized gamma-lactams and/or cyclic hydroxamic acids.

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

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The unique physicochemical properties and high solubility of a wide range of biomass-derived feedstocks make sub- and supercritical alcohols promising media for thermochemical conversion to liquid fuels and value-added chemicals. Short-chain alcohols (C1-C3) not only hydrogenolyse a variety of recalcitrant feedstocks by donating in situ hydrogen, but also suppress the char formation by capping reactive intermediates. However, the beneficial features of supercritical alcohols also bring some demerits, such as their excessive decomposition and high consumption, which has been given cursory attention to date. Consequently, the aim of this study was to elucidate the role of sub- and supercritical alcohols as a hydrogen donor, their self-reactivity, their reactivity with the feedstock, the extent of their conversion under catalytic and non-catalytic conditions, and the detailed pathways to byproduct formation. Based on the solvent reactivity, the optimum conditions were investigated for the solvothermal liquefaction of recalcitrant alkali lignin to give a high yield of aromatic monomers with careful emphasis on the solvent consumption. The addition of formic acid instead of the more commonly used hydrodeoxygenation catalysts (e.g., CoMo/Al2O3, Ru/Al2O3) can not only suppress ethanol consumption significantly (from 42.3-46.8 wt% to 7 wt%), but can also result in complete lignin conversion by providing an excess amount of active hydrogen. The reaction at 350 C for a short duration of 60 min led to the complete decomposition of alkali lignin and afforded a high yield of aromatic derivatives (36.7 wt%), while at the same time, suppressing ethanol consumption (11.8 wt%) and the formation of ethanol-derived liquid products. The alkylation of lignin-derived phenolic intermediates at the expense of the solvent is a time-dependent reaction, instead of the primary stabilization reaction. Molecular dynamics simulations using dilignol molecules revealed that the ethanol-formic acid mixture reduced the activation and thermal energies required for the dissociation of C-C and C-O bonds in the lignin structure.

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

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ESR spectroscopy has been used to characterise the reaction of the amine-boryl radicals produced by hydrogen-atom abstraction from a variety of amine-borane complexes by photochemically generated t-butoxyl radicals.The complexes Me3N->BH2R (R = Me2CHCMe2, Bun, Bui, Bus), 1,1-dimethyl-1,2-azaborolidine, 1-methyl-cis-1-azonia-5-boratabicyclo<3.3.0>octane, Me2NCH2CH2NMe2*2IpcBH2 (Ipc = isopinocampheyl), Me3SiCh2NMe2->BH3, and Me3N->BH3 were investigated.All the amine-boryl radicals rapidly abstract halogen from alkyl bromides and chlorides at 170 K.Specific alkyl radicals can be generated for ESR studies at low temperature by UV irradiation of a solution containing ButOOBut, Me3N->BH2Bun, and the corresponding alkyl chloride.The amine-borane complexes act as donor polarity reversal catalysts for the overall abstraction of acidic hydrogen from HCC(O) groups in esters, lactones, ketones, imides, and related compounds.Relative rates of catalysed hydrogen-atom abstraction from MeCO2Et, MeCH2CO2Et, and Me2CHCO2Et have been determined and competitive abstraction from the two different types of alpha-CH groups in MeC(O)CHMe2 has been similarly quantified.The relative reactivities of the amine-boryl radicals can be understood in terms of a balance between enthalpic, polar, and steric factors and the merits of the different amine-boranes as polarity reversal catalysts for the overall abstraction of hydrogen from acidic C-H groups by alkoxyl radicals are assessed.The origin of the polar effects observed in hydrogen-atom abstraction reactions is discussed in terms of the electronegativity difference between the attacking and departing radicals and a simple approach for the quantitative description of polar effects is outlined.

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

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A major metabolite of vitamin D3 was recently isolated and identified as 25-hydroxyvitamin D3-26,23-lactone.To determine the configurations at C-23 and C-25 positions, the four stereoisomers were synthesized by stereoselective lactonization method.The two 23R-isomers were obtained by iodolactonization of 22,23-trans-26-acid, and the two 23S-isomers were synthesized by selenolactonization of 22,23-cis-26-acid.The four synthetic isomers and the naturally produced lactone were co-chromatographed on a high performance liquid chromatographic system capable of separating the four isomers.The natural lactone comigrated with synthetic (23S,25R)-isomer determining its structure as (23S,25R)-25-hydroxyvitamin D3-26,23-lactone.

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

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The oxidative lactonization of various diols using molecular oxygen as a primary oxidant can be efficiently catalyzed by hydrotalcite-supported Au nanoparticles (Au/HT). For instance, lactonization of 1,4-butanediol gave gamma-butyrolactone with an excellent turnover number of 1400. After lactonization, the Au/HT can be recovered by simple filtration and reused without any loss of its activity and selectivity.

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