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Thermolysis of Thiophenedicarboxylic Acid Anhydrides as a Route to Five-Membered Hetarynes

Flow vacuum thermolysis (FVT) of the anhydrides of thiophene-2,3- (5) and -3,4-dicarboxylic acid (6) and of thianaphthene-2,3-dicarboxylic acid (7) in the presence of thiophene, 1,3-cyclohexadiene, or benzene gave thianthrene (15a), presumably by aromatization of an intermadiate Diels-Alder adduct of the diene traps and the aryne 2,3-didehydrothiophene (8).A similar rationale explains the formation of dibenzothiophene from 7 and thiophene, the four monomethylthianaphthenes 22-25 from 5 and cyclopentadiene, 5,6-dimethylthianaphthene (15f) from 5 and 2,3-dimethylbutadiene, and a mixture of hydroxythianaphthenes (15d) from 5 and furan.The latter reaction also produces a mixture of isomeric cyclopentanothiophenes (19) which probably arise by decarbonylation of 15d.An FVT reaction of 5 with propyne as the trap gave a mixture of allenyl-(28) and propynylthiophenes 29 which probably arise by an ene reaction of the trap and the aryne 8.Decomposition of the anhydrides 5 and 6 in molten anthracene led only to Friedel-Crafts products such as thienylanthracenes 33 and quinones 34 from 5 and 39 and 40 from 6.The diene reactivity of thiophene 13a in the gas phase was demonstrated by the formation of naphthalene from its reaction with benzyne generated from the thermolysis of indanetrione and by the formation of indene from 13a plus cyclopentadiene.Possible, but improbable, interpretations of the FVT results without invoking a five-membered hetaryne intermediate are considered.

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BENZOTHIOPHENE DERIVATIVES AND ORGANIC ELECTROLUMINESCENT DEVICES USING THE SAME

The present invention relates to a compound represented by following general formula (I): wherein R1 and R2 are independently selected from a substituted or unsubstituted C4 to C30 arylamine group, a substituted or unsubstituted C4 to C40 carbazole group, a substituted or unsubstituted C4 to C40 benzothiophene group or a substituted or unsubstituted C4 to C40 benzofuran group; L is a bridging group, and selected from a single bond substituted C4 to C40 arylamine group, a substituted C4 to C40 carbazole group, a substituted C4 to C40 benzothiophene group, O atom, N atom or S atom; R3-R10 are independently selected from H atom, a C1-C20 aliphatic compound containing linear or branched alkanes, alkenes or alkynes or a C6-C30 aromatic group, or two adjacent groups linking to be a ring forming a naphthothiophene derivatives; m and n are selected from integers of 1 to 3, as well as the addition of m and n is larger than 0 but less than or equal to 3. Also, the present invention relates to organic electroluminescent devices using the compound represented by general formula (I), especially a hole transporting material, a hole injecting material or a main material of organic luminescent material used in an OLED device.

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Discovery of 6-Methylbenzo[b]thiophene

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Advances toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT1A receptor antagonism/SSRI activities. Part 2

Potent 5-HT1A/SSRIs at low nanomolar and subnanomolar concentrations were identified in a series of 1-(1H-indol-4-yloxy)-3-(4-benzo[b]thiophen-2-ylpiperidinyl)propan-2-ols. Incorporation of an alpha-Me group in the piperidine ring with its specific stereochemistry enhanced binding affinity at the 5-HT reuptake site and in vitro 5-HT1A antagonist functional activity.

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Benzothiophene – Wikipedia,
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BENZOTHIOPHENE DERIVATIVE AND USE THEREOF IN ORGANIC ELECTROLUMINESCENT FIELD

The present invention refers to type (I) as relates to compounds to be represented by, state and used in the R 1 and R 2 in an independently a substituted or unsubstituted C 4-C 30amine it will be biting of, a substituted or unsubstituted C 4-C 40 for dozing, , a substituted or unsubstituted C 4-C 40 of benzo mote five pen or a substituted or unsubstituted C 4-C 40 of benzo […] and, selected from a, L is the bridging group, single joined, C 4-C 40 of substituted arylamine, C 4-C 40 carbazole-substituted, C 4-C 40 substituted benzothiophene, oxygen atoms, nitrogen atoms or sulfur and one selected from nuclear reactor, R 3-R 10 independently H atoms, C 1-C 20 aliphatic straight or branched chain hydrocarbon groups or C 6-C 888000081488 8 selected from aromatic group or two groups is connected adjacent the upper end the ring form a derivatives […] , m, integer of at 0-3 graphical object is selected from the n, 3 the m+n less than or equal is greater than 0. The present invention refers to in addition said types of compound use in organic electroluminescence device protects the material exhibits hole-transporting by performing a polishing process in particular OLED, hole injection material or organic light-emitting material protection a main composition. (by machine translation)

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Benzothiophene – Wikipedia,
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Evolution of products in the combustion of scrap tires in a horizontal, laboratory scale reactor

A horizontal laboratory reactor was used to study the evolution of byproducts from the combustion of scrap tires at five nominal temperatures (ranging from 650 to 1050 C) and different oxygen:sample ratios A model was used to calculate the bulk air ratio (lambda), and the oxygen consumption was discussed considering this ratio lambda. More than 100 volatile and semivolatile compounds were identified and quantified by gas chromatography mass spectrometry, plotting their yields vs the bulk air ratio and temperature. Five different behaviors considering the bulk air ratio and the temperature were identified.

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Benzothiophene – Wikipedia,
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ALKYLATION OF THIOPHENES AND PREPARATION OF BENZOTHIOPHENES USING MODIFIED MONTMORILLONITE CLAY CATALYSTS

Regioselective benzylation of thiophene and benzothiophene using benzyl chloride and a ZnCl2-promoted montmorillonite catalysts is described.An improved process for the cyclization of (arylthio)acetaldehyde dialkyl acetals to benzothiophenes using the same catalyst is also documented.

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INDOLE DERIVATIVES FOR THE TREATMENT OF DEPRESSION AND ANXIETY

The present invention provides compounds of formula (I): which are useful for treating depression, anxiety, and alleviating the symptoms caused by withdrawal or partial withdrawal from the use of tobacco or of nicotine.

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NMR Studies of Bond Orders in Heteroaromatic Systems

Fifty-seven for the ortho-benzylic coupling constant 4JMe-C=C-H (henceforth denoted as 4JOB) were obtained for a variety of heteroaromatic systems.It was shown that a good correlation exists between 4JOB when the methyl group is not alpha to the heteroatom and the SCF-MO bond order.This method can therefore be used as experimental means of determining bond orders in heteroaromatic systems.An examination of bond alternation in thirteen heteroaromatic systems has given a measure of relative “degree of aromaticity” for a larger number of systems than previously r eported by any single method.

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Benzothiophene – Wikipedia,
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Bacterial transformations of benzothiophene and methylbenzothiophenes

The abilities of three Pseudomonas strains to transform each of the six isomers of methylbenzothiophene was studied. These compounds would not support growth but were biotransformed in a cell suspension of one of the isolates and in cultures of the other two isolates while they grew on 1- methylnaphthalene or glucose. Sulfur-containing metabolites were identified by GC/MS and GC/FTIR, and when possible, by comparison with authentic standards. Sulfoxides and sulfones were frequently detected and were the most abundant products from 2- and 3-methylbenzothiophene. Two of the isolates oxidized the methyl groups to carboxylic acids which were abundant products from 3-, 5-, and 6-methylbenzothiophenes. Benzothiophenemethanols were often detected, but in very low amounts. 2,3-Diones were observed as metabolites of benzothiophene and those methylbenzothiophenes with a methyl group on the benzene ring. Isomers of tolyl methyl sulfoxide were observed as ring cleavage products from 6- and 7-methylbenzothiophene.

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N-ALKOXYALKYL-N,N-DIALKYLAMINE DERIVATIVES OR SALTS THEREOF, AND REMEDIES FOR NERVE DEGENERATION DISEASES CONTAINING THE SAME

An N-alkoxyalkyl-N,N-dialkylamine derivative represented by the following general formula [1]:wherein the ring D represents a 5- or 6-membered heterocyclic ring or hydrocarbon ring; R3and R4, which are the same or different, represent an unsubstituted or substituted alkyl, cycloalkyl or aralkyl group; and R1, R2, R5, R6, R7, R8, m and n are as defined in the specification, or a salt thereof has an anti-hypoxic activity, a nerve-protecting activity and a nerve regeneration promoting activity and is useful for the treatment of neurodegenerative diseases.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem