132-64-9Relevant articles and documents
A Short Synthesis of Dibenzofurans and Dibenzothiophenes
Black, Michael,Cadogan, J. I. G.,McNab, Hamish
, p. 395 - 396 (1990)
An afficient synthesis of dibenzofurans and dibenzothiophenes from aryl salicylates is described, which involves a novel rearrangement-extrusion-cyclisation sequence of o-substituted phenoxyl and thiophenoxyl radicals.
Efficient synthesis of dibenzoxaborininols from diaryl ethers and their application to dibenzofuran synthesis
Niu, Liting,Yang, Haijun,Jiang, Yuyang,Fu, Hua
, p. 3625 - 3632 (2013)
A convenient and efficient method for the borylation of diaryl ethers leading to dibenzoxaborininols and the synthesis of dibenzofuran derivatives has been developed. The borylation involves the sequential three-step process: lithiation, borylation and hydrolysis. The synthesized dibenzoxaborininols could be readily transformed into dibenzofuran derivatives in good to excellent yields under palladium catalysis in the presence of iodine, and this is the first example for the formation of an aryl C-C bond from diarylborinic acids. Copyright
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de Champlain,de Mayo
, p. 270 (1972)
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Supercritical water oxidation of a PCB of 3-chlorobiphenyl using hydrogen peroxide
Hatakeda, Kiyotaka,Ikushima, Yutaka,Ito, Shota,Saito, Norio,Sato, Osamu
, p. 245 - 246 (1997)
The supercritical water oxidation (SCWO) of a PCB of 3-chlorobiphenyl (1) was carried out at a temperature of 673 K and a pressure of 30 MPa with a flow reactor. The initial concentrations of (1) and hydrogen peroxide ranged from 1.84 X 10 -3 to 8.74 X 10 -2 M (1 M=1 mol dm -3), and 0.181 to 2.67 M, respectively. The decomposition of (1) was higher than 99.9% so long as hydrogen peroxide was stoichiometrically added.
Visible-Light-Promoted Synthesis of Dibenzofuran Derivatives
Cho, Ji Young,Roh, Geum-Bee,Cho, Eun Jin
, p. 805 - 811 (2018)
Dibenzofurans are naturally occurring molecules that have received considerable attention for a variety of practical applications, such as in pharmaceuticals and electronic materials. Herein, an efficient and eco-friendly method for the synthesis of dibenzofuran derivatives via intramolecular C-O bond formation, which involves the in situ production of a diazonium salt, is described. The transformation requires a diazotizing agent and is promoted by the use of an organic photosensitizer under visible-light irradiation.
Prediction of polychlorinated dibenzofuran congener distribution from gas-phase phenol condensation pathways
Ryu, Jae-Yong,Mulholland, James A.,Oh, Jeong-Eun,Nakahata, Duane T.,Kim, Do-Hyong
, p. 1447 - 1455 (2004)
A model for predicting the distribution of dibenzofuran and polychlorinated dibenzofuran (PCDF) congeners from a distribution of phenols was developed. The model is based on a simplified chemical mechanism. Relative rate constants and reaction order with respect to phenol precursors were derived from experimental results using single phenols and equal molar mixtures of up to four phenols. For validation, experiments were performed at three temperatures using a distribution of phenol and 19 chlorinated phenols as measured in municipal waste incinerator exhaust gas. Comparison of experimental measurements and model predictions for PCDF isomer distributions and homologue pattern shows agreement within measurement uncertainty. The R-squared correlation coefficient exceeds 0.9 for all PCDF isomer distributions and the distribution of PCDF homologues. These results demonstrate that the distribution of dibenzofuran and the 135 PCDF congeners from gas-phase condensation of phenol and chlorinated phenols can be predicted from measurement of the distribution of phenol and the 19 chlorinated phenol congeners.
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Briner,Bron-Stalet,Paillard
, p. 619 - 634 (1932)
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Tou et al.
, p. 747,748 (1970)
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Photoinduced Synthesis of Dibenzofurans: Intramolecular and Intermolecular Comparative Methodologies
Camargo Solórzano, Patricia,Brigante, Federico,Pierini, Adriana B.,Jimenez, Liliana B.
, p. 7867 - 7877 (2018)
The SRN1 reaction has been used as a powerful tool for the synthesis of heterocycles, and only a few studies about photoinduced intramolecular cyclization to generate a new C-O bond by a radical pathway have been reported. This work introduces two strategies for the synthesis of substituted dibenzofurans by electron transfer (eT) reactions. The first one is a three-step process that comprises bromination of o-arylphenols, Suzuki-Miyaura cross-coupling and photoinduced cyclization in order to obtain the above-mentioned products. The second one is a metal-free procedure and does not require any photocatalyst. Different solvents were tested, and the yields ranged from low to moderate. A comparison was established between both methodologies, showing that the second one is the most suitable for the synthesis of dibenzofurans.
SYNTHESIS OF DIBENZOFURAN AND ITS NITRO-SUBSTITUTED DERIVATIVES
Maevskii, Yu. V.,Migachev, G. I.
, p. 676 (1986)
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Stegemeyer
, p. 582 (1966)
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Quinoline Ligands Improve the Classic Direct C?H Functionalisation/Intramolecular Cyclisation of Diaryl Ethers to Dibenzofurans
Mackey, Katrina,Jones, David J.,Pardo, Leticia M.,McGlacken, Gerard P.
supporting information, p. 495 - 498 (2021/01/12)
The C?H functionalisation approach to the synthesis of dibenzofurans is hampered by a number of problems. Herein we describe the evolution of a cheap, bench stable quinoline ligand, which obviates most of the current limitations and allows for a high yielding synthesis of a range of valuable dibenzofurans. Dibenzofurans are important motifs in natural products and compounds with wide biological activity.
A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions
Huang, Binbin,Guo, Lin,Xia, Wujiong
supporting information, p. 2095 - 2103 (2021/03/26)
A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.