Dibenzofurans

Sargent, Melvyn V.; STRANSKY, P. O.

doi:10.1016/s0065-2725(08)60148-8

Cited by 17 publications

(10 citation statements)

References 242 publications

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“…The lichen dibenzofurans appear to be formed by carbon−carbon oxidative coupling of orsellinic acid and its homologues. 20 Thus, in 2000 Radke et al 7 proposed that DBFs in crude oil and sediment extracts are potential biomarkers for lichens. However, further work is needed to confirm the precursor− product relationship between lichens and DBFs.…”

Section: ■ Introductionmentioning

confidence: 99%

Qualitative and Quantitative Analysis of Dibenzofuran, Alkyldibenzofurans, and Benzo[b]naphthofurans in Crude Oils and Source Rock Extracts

Ellis

2015

Energy Fuels

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Dibenzofuran (DBF), its alkylated homologues, and benzo [b]naphthofurans (BNFs) are common oxygenheterocyclic aromatic compounds in crude oils and source rock extracts. A series of positional isomers of alkyldibenzofuran and benzo[b]naphthofuran were identified in mass chromatograms by comparison with internal standards and standard retention indices. The response factors of dibenzofuran in relation to internal standards were obtained by gas chromatography−mass spectrometry analyses of a set of mixed solutions with different concentration ratios. Perdeuterated dibenzofuran and dibenzothiophene are optimal internal standards for quantitative analyses of furan compounds in crude oils and source rock extracts. The average concentration of the total DBFs in oils derived from siliciclastic lacustrine rock extracts from the Beibuwan Basin, South China Sea, was 518 μg/g, which is about 5 times that observed in the oils from carbonate source rocks in the Tarim Basin, Northwest China. The BNFs occur ubiquitously in source rock extracts and related oils of various origins. The results of this work suggest that the relative abundance of benzo[b]naphthofuran isomers, that is, the benzofuran} ratio, may be a potential molecular geochemical parameter to indicate oil migration pathways and distances.

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Section: ■ Introductionmentioning

confidence: 99%

Qualitative and Quantitative Analysis of Dibenzofuran, Alkyldibenzofurans, and Benzo[b]naphthofurans in Crude Oils and Source Rock Extracts

Ellis

2015

Energy Fuels

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“…The majority of natural products relative to dibenzofuran are metabolites of lichens or of the higher fungi. The lichen dibenzofurans appear to be formed by carbon-carbon oxidative coupling of orsellinic acid and its homologues (Sargent and Stransky, 1984). Therefore, Radke et al (2000) proposed that DBFs in crude oil and sediment extracts are potential biomarkers for lichens.…”

Section: Introductionmentioning

confidence: 99%

Ternary Diagram of Fluorenes, Dibenzothiophenes and Dibenzofurans: Indicating Depositional Environment of Crude Oil Source Rocks

Wang

Zhong

et al. 2013

Energy Exploration & Exploitation

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Fluorene (FL), dibenzothiophene (DBT) and dibenzofuran (DBF) and their alkylated homologues are important polycyclic aromatic compounds in crude oils and source rock extracts. They share the similar chemical structure and may have genetic relationships. The parent compounds (unsubstituted), methyl-, dimethyl- and ethyl-substituted isomers are identified by comparison with retention indices reported in literatures and correlation with co-injection of internal standards in gas chromatography-mass spectrometry (GC-MS) analysis. Therefore, their relative concentrations can be determined. Based on the large data sets, this paper preliminarily establishes a ternary diagram to interpret the depositional environment/lithology for oils and related source rocks. Five typical depositional environments/lithologies are distinguished on this ternary diagram. Data points from typical marine carbonate, fluvial/deltaic/fresh lacustrine shale and swamp fall into the DBTs, FLs and DBFs end-members, respectively. Oils from marine shale have subequal contents of FLs and DBFs and lie between the zones of fluvial/deltaic/fresh lacustrine shale and swamp, but have a little higher abundance of DBTs. The oils from brackish/saline lacustrine have intermediate contents of DBTs with a wide variety and some degree overlap with that of marine shale. On the basis of the ternary diagrams, two petroleum systems in the cratonic region of the Tarim basis are defined. The majority of discovered oils were derived from the Middle-Upper Ordovician carbonate source rocks. Whereas, some oils from wells TD2, T904, LK1 and TZ62 originated from the Cambrian and Lower Ordovician source rocks. Therefore, the ternary diagram of FLs, DBTs and DBFs is a useful method to interpret depositional environment/lithology for oils and related source rocks and to definite petroleum systems as well.

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“…Thus, a wide range of substituted carbazoles have been prepared by different approaches, mainly reductive cyclization of 2-nitrobiphenyls and Pd-catalyzed reactions, such as intramolecular arylation of N , N -diarylamines, cyclization of 2-arylacetanilides, oxidative cyclization of 3-(3‘-alkenyl)indoles, or double N-arylation of primary amines . Oxygen and sulfur analogues of carbazoles, such as dibenzofurans and dibenzothiophenes, are also biologically interesting due to their occurrence in a wide variety of pharmaceutical and natural products possessing useful biological activities. This has prompted the development of versatile and regioselective synthetic routes to these compounds with functional groups at specific positions, as well as interesting synthetic transformations that use these substrates as starting materials …”

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A Route to Regioselectively Functionalized Carbazoles, Dibenzofurans, and Dibenzothiophenes through Anionic Cyclization of Benzyne-Tethered Aryllithiums

et al. 2006

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The treatment of 2-fluorophenyl 2-iodophenylamines, ether, and thioether, easily prepared from commercially available products, with 3.3 equiv of t-BuLi and further reaction with selected electrophiles gives rise to functionalized carbazole, dibenzofuran, and dibenzothiophene derivatives in a direct and regioselective manner. The process involves an anionic cyclization on a benzyne-tethered aryllithium intermediate.

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Dibenzofurans

Cited by 17 publications

References 242 publications

Qualitative and Quantitative Analysis of Dibenzofuran, Alkyldibenzofurans, and Benzo[b]naphthofurans in Crude Oils and Source Rock Extracts

Qualitative and Quantitative Analysis of Dibenzofuran, Alkyldibenzofurans, and Benzo[b]naphthofurans in Crude Oils and Source Rock Extracts

Ternary Diagram of Fluorenes, Dibenzothiophenes and Dibenzofurans: Indicating Depositional Environment of Crude Oil Source Rocks

A Route to Regioselectively Functionalized Carbazoles, Dibenzofurans, and Dibenzothiophenes through Anionic Cyclization of Benzyne-Tethered Aryllithiums

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