86-77-1Relevant articles and documents
Functional expression of three rieske non-heme iron oxygenases derived from actinomycetes in Rhodococcus species for investigation of their degradation capabilities of dibenzofuran and chlorinated dioxins
Iida, Toshiya,Moteki, Yasuhiro,Nakamura, Kaoru,Taguchi, Katsuhiko,Otagiri, Masato,Asanuma, Miwako,Dohmae, Naoshi,Usami, Ron,Kudo, Toshiaki
, p. 822 - 827 (2009)
The activity of Rieske non-heme iron oxygenases (aromatic hydrocarbon dioxygenases, AhDOs) is important for the bacterial degradation of aromatic pollutants such as polycyclic aromatic hydrocarbons and dioxins. During our analysis of the role of AhDOs in
Improved synthesis of a Smad3 phosphorylation inhibitor lingzhifuran A via condensation reaction
Chen, Weiming,Xu, Xiaoling,Sun, Mingfeng,Huang, Xuelong,Ma, Weiping,Jiang, Feng
, p. 122 - 128 (2021/02/12)
A facile and high-efficient synthesis of lingzhifuran A, a Smad3 phosphorylation inhibitor isolated from Ganoderma lucidum, was developed from commercially available dibenzo[b,d]furan. The crucial step of this strategy was achieved via condensation reaction using key intermediate 8-hydroxydibenzo[b,d]furan-4-carbaldehyde and commercially available (E)-2-methylbut-2-enal. By this strategy, lingzhifuran A was obtained in 5 steps with up to 57.6% yield.
Preparation method of ganoderma lucidum furan A
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Paragraph 0033-0036; 0039, (2020/09/20)
The invention belongs to the technical field of chemical synthesis, and particularly relates to a preparation method of ganoderma lucidum furan A. According to the preparation method of the ganodermalucidum furan A, a compound shown in a general formula II and a compound shown in a general formula III are subjected to condensation reaction to obtain a compound shown in a general formula I, and the reaction equation is as shown in the specification. According to the technical scheme provided by the invention, a synthetic route which is particularly suitable for amplifying and synthesizing theganoderma lucidum furan A is provided; the selected raw materials, namely dibenzofuran and 2-methyl-2-butenal, are mature chemical products; the method has the advantages of simple process, wide source, low price, mild reaction conditions of the whole reaction route and no special requirements, the obtained intermediate can be directly subjected to subsequent reactions without purification, the route completely overcomes the defects of the synthesis route in the prior art due to the elements, and the method has the prospect of industrial large-scale production.
Iron-Catalyzed Oxidative C?C Cross-Coupling Reaction of Tertiary Anilines with Hydroxyarenes by Using Air as Sole Oxidant
Purtsas, Alexander,Kataeva, Olga,Kn?lker, Hans-Joachim
, p. 2499 - 2508 (2020/02/11)
A mild procedure for the oxidative C?C cross-coupling of tertiary anilines with phenols is described which provides the products generally in high yields and with excellent selectivity. The reaction is catalyzed by the hexadecafluorinated iron–phthalocyanine complex FePcF16 in the presence of substoichiometric amounts of methanesulfonic acid and ambient air as sole oxidant.
Chemoenzymatic Synthesis of (-)-Ribisins A and B from Dibenzo[b,d]furan
Boyd, Derek R.,Sharma, Narain D.,McGivern, Christopher J.,Stevenson, Paul J.,Hoering, Patrick,Allen, Christopher C. R.
, (2019/11/29)
cis-Dihydrodiols, derived from monocyclic aromatic compounds, are valuable chiral pool intermediates for the synthesis of cyclic natural products. A drawback of this approach, to the synthesis of polycyclic secondary metabolites, is that additional rings must be annulated. To date, relatively few chiral natural products have been synthesized from polycyclic arene cis-dihydrodiols. Fungal metabolites, (-)-ribisins A and B, have now been obtained by functional group manipulation of a tricyclic arene metabolite, obtained from toluene dioxygenase-catalyzed regioselective and stereoselective cis-dihydroxylations of dibenzo[b,d]furan. The synthetic sequences were marginally shorter than the alternative routes, using monocyclic arene cis-dihydrodiols, and required no carbon-carbon bond-forming reactions.
COMPOSITION FOR ORGANIC OPTOELECTRIC DEVICE AND ORGANIC OPTOELECTRIC DEVICE AND DISPLAY DEVICE
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Paragraph 0201; 0206-0209, (2019/10/15)
The invention relates to a composition for an organic photoelectric device, the organic photoelectric device and a display device. Disclosed are a compound for the organic photoelectric device represented by a combination of Chemical Formulas 1 and 2, a composition for the organic photoelectric device including the same, and the organic photoelectric device and the display device including the same. Details of Chemical Formulas 1 and 2 are the same as defined in the specification. The organic photoelectric device with high efficiency and long service life can be realized.
Cis-Dihydroxylation of Tricyclic Arenes and Heteroarenes Catalyzed by Toluene Dioxygenase: A Molecular Docking Study and Experimental Validation
Boyd, Derek R.,Sharma, Narain D.,Brannigan, Ian N.,McGivern, Christopher J.,Nockemann, Peter,Stevenson, Paul J.,McRoberts, Colin,Hoering, Patrick,Allen, Christopher C. R.
, p. 2526 - 2537 (2019/04/13)
Molecular docking studies of toluene dioxygenase led to the prediction that angular and lateral cis-dihydroxylation of tricyclic arene and heteroarene substrates could occur. Biotransformations of biphenylene, dibenzofuran, carbazole and dibenzothiophene, using Pseudomonas putida UV4 whole cells, expressing toluene dioxygenase, confirmed that both angular and lateral cis-dihydroxylation had occurred in the predicted regioselective and stereoselective manner. The toluene dioxygenase-catalysed (Pseudomonas putida UV4) biotransformation of dibenzofuran was optimized, to produce 1,2-dihydrodibenzofuran-1,2-diol as the major metabolite in excellent yield. 2-Hydroxydibenzofuran, resulting from dehydration of 1,2-dihydrodibenzofuran-1,2-diol, was also found to undergo cis- dihydroxylation to give a very minor cis-dihydrodiol metabolite. The enantiopurity (>98% ee) and (1R,2S) absolute configuration of the major dibenzofuran cis -dihydrodiol was rigorously established by catalytic hydrogenation and formation of methoxy(trifluoromethyl)phenylacetate derivatives and by X-ray crystallography of an epoxide derivative. Biotransformation of carbazole yielded anthranilic acid as the major metabolite and was consistent with angular cis-dihydroxylation. Synthesis of a cis- diol epoxide derivative showed that the main cis-dihydrodiol metabolite of dibenzofuran has potential in the chemoenzymatic synthesis of natural products. (Figure presented.).
Fused imidazole compounds with indoleamine 2,3-dioxygenase inhibition activity
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Paragraph 0415-0418, (2018/07/10)
The invention relates to fused imidazole compounds, and a preparation method and application thereof. The structure of the compounds is shown in a general formula I, wherein the definitions of each group are as described in the specification. The compounds are capable of selectively inhibiting indoleamine 2,3-dioxygenase (IDO). The compounds provided by the invention can be used as IDO inhibitorsfor the treatment and/or prevention of diseases with the pathological characteristics of IDO mediated tryptophan metabolism pathways, such as cancer, eye diseases, autoimmune diseases, psychological disorders, depression, anxiety and other diseases.
Synthesis, scope, 1H and 13C spectral assignments of isomeric dibenzofuran carboxaldehydes
Yempala, Thirumal,Cassels, Bruce K.
, p. 1291 - 1299 (2017/02/15)
Two isomeric dibenzofuran carboxaldehydes, namely 2-methoxydibenzo[b,d]furan-1-carbaldehyde (4) and 2-methoxydibenzo[b,d]furan-3-carbaldehyde (5), were synthesized. Formylation of 2-methoxydibenzo[b,d]furan (3) with α,α-dichloromethyl methyl ether and tin(IV) chloride gave a mixture of aldehydes 4 and 5 in 95?% yield and in a 35:65 ratio. Their 1H and 13C NMR spectral signals were not sufficiently resolved in CDCl3 solution to achieve their complete assignment, but this was possible in DMSO-d6 with the help of 2D-NMR techniques: NOESY for 1H–1H interactions and HSQC and HMQC experiments for 1H–13C correlations. These aldehydes were used in the synthesis of novel β-phenylethylamines and NBOMe derivatives, which are undergoing biological evaluation.
Oxidant-Controlled Catalytic Transformations of Phenols with Unexpected Cleavage of Aromatic Rings
Li, Wei,Song, Feijie,You, Jingsong
, p. 13913 - 13918 (2015/09/28)
Oxidative transformations of phenols have attracted significant attention of chemists due to their importance in biological process and organic synthesis. In contrast to the relatively well-developed oxygenation and coupling reactions of phenols, the highly efficient and selective oxidative ring cleavage of phenols is under-represented. This work describes a novel CuCl-catalyzed tandem homocoupling/skeletal rearrangement of phenols that realizes the cleavage of the phenol ring by using air or Ag2CO3 as the oxidant. Interestingly, simply changing the oxidant to K2S2O8 results in the oxidative coupling/cyclization of phenols to give dibenzofurans. These results set an important precedent of oxidant-controlled catalytic transformations of phenols.
