- Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols
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We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and radical synthetic equivalents during the reaction.
- Liu, Mingyang,Zhang, Zhanrong,Liu, Huizhen,Wu, Tianbin,Han, Buxing
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supporting information
p. 7120 - 7123
(2020/07/14)
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- Synthetic method of 3-aminomethyl tetrahydrofuran
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The invention discloses a synthetic method of 3-aminomethyl tetrahydrofuran and belongs to the technical field of organic chemistry. The synthetic method takes furan as a raw material and sequentiallycomprises the following steps: 1, bromination; 2, chloromethylation; 3, ammoniation; 4, deprotection; and 5, reduction so as to obtain the 3-aminomethyl tetrahydrofuran. The method has the advantagesthat the raw materials are easy to obtain, the reaction conditions of all steps are simple, virulent reagents or reagents with great potential safety hazards are not used, and a synthetic route for pesticide intermediates is enriched.
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Paragraph 0020-0022
(2018/09/08)
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- Tuning the optoelectronic properties of polyfuran by design of furan-EDOT monomers and free-standing films with enhanced redox stability and electrochromic performances
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Most recently, conjugated oligo-/polymers containing furan have regained attention due to their unique properties and promising application in organic electronics. Herein, to acquire a thorough fundamental understanding of the electrosynthesis and properties of furan-EDOT copolymers from different initial monomers, the synthesis and electropolymerization performances of furan-EDOT monomers, namely 5-(furan-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin (EDOT-Fu), 5,7-di(furan-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin (Fu-EDOT-Fu), and 2,5-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)furan (EDOT-Fu-EDOT), were comprehensively reported and the effect of different monomers on the structure and properties of the resulting polymers obtained under optimized electrical conditions were systematically evaluated. The monomers exhibit good blue-green photoluminescence with quantum yields ranging from 0.5 to 40%, which may be used as building blocks for rational design of fluorescent conjugated systems. The onset oxidation potential ranged from 0.78 V-0.45 V with the incorporation of EDOT unit in monomer chain, thus leading to the facile electrodeposition of free-standing films with improved optoelectronic properties in comparison with polyfuran. The obtained copolymers featured the advantageous combination of polyfuran and PEDOT, such as higher fluorescence and better planarity of polyfuran, transparency and excellent redox stability of PEDOT. Structure characterization and properties of the as-formed copolymer films from different initiative monomers, including FT-IR, UV-vis, TG, fluorescence, surface morphology and electrochromic properties, etc., were systematically investigated and comparatively discussed.
- Zhen, Shijie,Xu, Jingkun,Lu, Baoyang,Zhang, Shimin,Zhao, Li,Li, Jie
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p. 666 - 678
(2015/02/19)
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- Efficient procedure for the preparation of 2-bromofuran and its application in the synthesis of 2-arylfurans
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A simple, straightforward, and scalable procedure for the preparation of 2-bromofuran using N-bromosuccinimide (NBS) in dimethylformamide (DMF) is reported. The described preparation is conducted on a 20 to 50g scale and does not require extractive workup procedures or chromatographic purifications. To illustrate the synthetic applications of 2-bromofuran, palladium-catalyzed Suzuki coupling reactions of the prepared 2-bromofuran with various aryl boronic acids were investigated, and moderate to good yields of 2-arylfurans were obtained. Copyright Taylor & Francis Group, LLC.
- Raheem, Mohammed-Abdul,Nagireddy, Jaipal R.,Durham, Robin,Tam, William
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experimental part
p. 2138 - 2146
(2010/08/13)
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- Regioselective photochemical and microwave mediated monobromination of aromatic compounds using 2,4,4,6-tetrabromo-2,5-cyclohexadienone
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Bromination of different aromatic substrates have been described using 2,4,4,6-tetrabromo-2,5-cyclohexadienone in conjunction with microwave and ultraviolet radiations. Important features of the work include high regioselectivity obtained in very short to moderate reaction time, atom economy, and recyclability of the reagent. Copyright Taylor & Francis Group, LLC.
- Gupta, Neeraj,Kad, Goverdhan L.,Singh, Vasundhara,Singh, Jasvinder
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p. 3421 - 3428
(2008/02/12)
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- Compositions and methods for non-invasive imaging of soluble beta-amyloid
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A method for assessing levels of soluble A-beta as an indicator of Alzheimer's disease, and other amyloid-related diseases, in vitro, ex vivo, in vivo, and in situ which employs an imaging agent binds specifically to soluble A-beta and is labeled for detection.
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- Novel cyclic amide derivatives
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Novel compounds represented by the following formula (I) that act as a ligand to sigma receptor/binding cite and a medicament comprising the same as an active ingredient: wherein X represents an alkyl group, an aryl group, a heterocyclic group or the like; Q represents a group represented by —CH2—, —CO—, —O—, —CH(OR7)— or the like wherein R7 represents a hydrogen atom, an alkyl group or the like; n represents an integer of from 0 to 5; R1 and R2 each represent a hydrogen atom, an alkyl group or the like; B represents either of the following groups: wherein R3, R4, R5, and R6 each represent a hydrogen atom, a halogen atom, an alkoxyl group or the like; m represents 1 or 2; and the ring of: represents an aromatic heterocyclic ring.
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- Convenient Synthetic Procedures for 2-Bromofuran and 2,5-Dibromofuran
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Reaction of furan with one or two mol equivalents of bromine in N,N-dimethylformamide gives 2-bromofuran or 2,5-dibromofuran, respectively, in 70percent and 48percent yields.
- Keegstra, M.A.,Klomp, A.J.A.,Brandsma, L.
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p. 3371 - 3374
(2007/10/02)
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- SYNTHESIS AND (13)C NMR CHARACTERIZATION OF SOME π-EXCESSIVE HETEROPOLYAROMATIC COMPOUNDS
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Several ?-excessive heteropolyaromatic compounds, which contain furan and thiophen ring and are possible antifungal agents, have been synthesized in good yields according to two general methods.The first method has been used to prepare compounds possessing thiophens linked by their 2- and 5-positions, such as the ter-aryls 2b, 2d and 2a.Two precursors of these compounds have been obtained either by the Glaser reaction, or using a novel Pd-mediated reaction.The second method, which consists of the Ni- or Pd-catalyzed heteroarylation of heteroarene halides via cross-coupling with heteroaryl Grignard reagents or zinc halides, has been used to prepare the bi-aryls 1a-e, which contain two heteroaromatic units, and the ter-aryl 2c.Compound 1e has been also prepared starting from 2-(2-thienyl)furan (1c) by selective lithiation, followed by bromination.The (13)C NMR signals of 1a-e and 2a-d have been assigned on the basis of the literature data and by relaxation measurements.Relaxation data have been also used to obtain qualitative informations on the conformational equilibria of the bi-aryls 1a, 1c and the ter-aryls 2a-d.
- Carpita, Adriano,Rossi, Renzo,Veracini, Carlo Alberto
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p. 1919 - 1930
(2007/10/02)
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- Novel Bromination Reagents. Electrophilic Aromatic Bromination by Hexabromocyclopentadiene
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Hexabromocyclopentadiene efficiently and regioselectively brominates activated aromatic compounds, in a process which is interpreted as involving ready formation of the pentabromocyclopentadienide anion by bromonium ion release.
- Fuchs, Benzion,Belsky, Yigal,Tartakovsky, Evgeny,Zizuashvili, Jakob,Weinman, Sarah
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p. 778 - 779
(2007/10/02)
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- 2,5-Dipicrylfurans
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2,5-Dipicrylfurans of the formula STR1 wherein R1 and R2 vary independently and are select from the gp consisting of H and NO2. Unsubstituted 2,5-dipicrylfuran (R1 = R2 = H) is prepared by reacting a picryl halide with a 2,5-dihalofuran. Unsubstituted 2,5-dipicrylfuran may be nitrated under selected conditions to produce either 2,5-dipicryl-3-nitrofuran (R1 = NO2, R2 = H) or 2,5-dipicryl-3,4-dinitrofuran (R1 = R2 = NO2). The 2,5-dipicrylfurans of this invention are energetic explosives possessing high thermal stability.
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