Properties and Exciting Facts About 5-Bromobenzothiophene

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Solution-grown unidirectionally oriented crystalline thin films of a U-shaped thienoacene-based semiconductor for high-performance organic field-effect transistors

We propose a new design strategy for high-performance organic semiconductors, wherein we utilize 2,10-dioctyl-bis(benzo[4,5]thieno)[2,3-b:3?,2?-d]thiophene, having an overall U-shaped configuration, for preferable self-organization into bilayer lamellar assemblies. Hole mobilities as high as 3.8 cm2 V-1 s-1 and large anisotropic conduction can be attained in organic field-effect transistors incorporating its dip-coated crystalline thin films.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Rh(I)-catalyzed arylation of heterocycles via C-H bond activation: Expanded scope through mechanistic insight

A practical, functional group tolerant method for the Rh-catalyzed direct arylation of a variety of pharmaceutically important azoles with aryl bromides is described. Many of the successful azole and aryl bromide coupling partners are not compatible with methods for the direct arylation of heterocycles using Pd(O) or Cu(I) catalysts. The readily prepared, low molecular weight ligand, Z-1-tert-butyl-2,3,6,7-tetrahydrophosphepine, which coordinates to Rh in a bidentate P-olefin fashion to provide a highly active yet thermally stable arylation catalyst, is essential to the success of this method. By using the tetrafluoroborate salt of the corresponding phosphonium, the reactions can be assembled outside of a glovebox without purification of reagents or solvent. The reactions are also conducted in THF or dioxane, which greatly simplifies product isolation relative to most other methods for direct arylation of azoles employing high-boiling amide solvents. The reactions are performed with heating in a microwave reactor to obtain excellent product yields in 2 h.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Pyruvate enolate arylation and alkylation: OBO ester protected pyruvates as useful reagents in organic synthesis

A protected pyruvate equivalent is described that allows arylation and arylation/alkylation reactions to be performed at the methyl group. Utilization of the OBO derivative of the pyruvate ester allowed the application of palladium catalyzed arylation reactions together with subsequent alkylation, under basic conditions. Moreover, the OBO protecting group could be easily removed in one step to provide access to a wide range of substituted pyruvate derivatives.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Nickel-catalyzed cyanation of aryl halides and triflates using acetonitrile: Via C-CN bond cleavage assisted by 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine

We developed a non-toxic cyanation reaction of various aryl halides and triflates in acetonitrile using a catalyst system of [Ni(MeCN)6](BF4)2, 1,10-phenanthroline, and 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine (Si-Me4-DHP). Si-Me4-DHP was found to function as a reductant for generating nickel(0) species and a silylation reagent to achieve the catalytic cyanation via C-CN bond cleavage.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

New explortion of 5-Bromobenzothiophene

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Self-assembly, physicochemical, and field-effect transistor properties of solution-crystallized organic semiconductors based on pi-extended dithieno[3,2-b:2?,3?-d]thiophenes

Thienoacene-based pi-conjugated oligomers, DTT-NP8 and DTT-BT8, were designed and synthesized. Their strong intermolecular interactions originating from S…S contacts enable the fabrication of single-crystal microribbons via solution processing. Organic single-crystal transistors exhibited field-effect mobilities as high as 0.54 cm2V-1 s -1 and on/off current ratio of ca. 106.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Top Picks: new discover of 5-Bromobenzothiophene

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Construction of the Benzomesembrine Skeleton: Palladium(0)-Catalyzed Intermolecular Arylative Dearomatization of alpha-Naphthols and Subsequent Aza-Michael Reaction

A novel palladium(0)-catalyzed intermolecular arylative dearomatization of alpha-naphthols and subsequent aza-Michael reaction is described. Two adjacent stereocenters were constructed efficiently through consecutive arylative dearomatization and Michael addition reactions. By utilizing this method, structurally diverse benzomesembrine derivatives were synthesized with excellent yields and chemoselectivity. The benzomesembrine products were shown to undergo versatile functional-group transformations.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Modular synthesis of (C-10 to C-13)-substituted-9,14-diaryl-9,14-dihydrodibenzo[: A, c] phenazines via a subsequent Buchwald-Hartwig amination and C-H amination strategy

Herein, we report a modular synthetic approach of (C-10 to C-13)-substituted 9,14-diaryl-9,14-dihydrodibenzo[a,c]phenazine derivatives. This synthetic route enables the aromatic substitution in a predictable and programmed manner to obtain products in synthetically useful isolated yield.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Awesome Chemistry Experiments For 5-Bromobenzothiophene

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INHIBITORS OF THE KYNURENINE PATHWAY

The present application provides novel inhibitors of indoleamine 2,3-dioxygenase-1 and/or indoleamine 2,3-dioxygenase-2 and/or tryptophan 2,3-dioxygenase, metabolites thereof, and phannaceutically acceptable salts or prodrugs thereof. Also provided are methods for preparing these compounds. A therapeutically effective amount of one or more of the compounds of formula (I) is useful in treating diseases resulting from dysregulation of the kynurenine pathway. Compounds of formula (I) act by inhibiting the enzymatic activity or expression of indoleamine 2,3-dioxygenase-1 and/or indoleamine 2,3-dioxygenase-2 and/or tryptophan 2,3-dioxygenase.

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

 

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Extending pi-conjugation system with benzene: An effective method to improve the properties of benzodithiophene-based polymer for highly efficient organic solar cells

To obtain a polymer based on benzodithiophene (BDT) owning both a largely extended pi-conjugation system and a low-lying highest occupied molecular orbital (HOMO), a polymer (PBDTBzT-DTffBT) containing benzothienyl-substituted BDT is designed and synthesized. Compared with the polymer (PBDTT-DTffBT) based on thienyl-substituted BDT, PBDTBzT-DTffBT exhibits better thermal stabilities, red-shifted absorption spectra, and stronger intermolecular interactions. The HOMO and lowest unoccupied molecular orbital (LUMO) in PBDTBzT-DTffBT are decreased by 0.11 and 0.13 eV, respectively, which should be attributed to the contribution of the electron-withdrawing group benzene. Polymer solar cells (PSCs) based on PBDTBzT-DTffBT and [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) exhibit a maximum power conversion efficiency (PCE) of 7.30% with a large open-circuit voltage of 0.90 V under AM 1.5G illumination (100 mW/cm2). The PCE is 36% higher than that of the PSCs derived from PBDTT-DTffBT. These findings provide a new approach to design high-performance conjugated polymers for efficient solution-processed PSCs.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

A new application about 5-Bromobenzothiophene

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Efficient synthesis of biaryls through the kumada reaction catalyzed by carbene adducts of cyclopalladated ferrocenylimine

A series of carbene adducts of cyclopalladated ferrocenylimine were prepared, and evaluated in the cross-coupling reaction of aryl halides with Grignard reagents (the Kumada reaction). Complex d exhibited high catalytic activity for the coupling of aryl chlorides with sterically hindered Grignard reagents and the reaction tolerated various functional groups. A wide range of biaryls were efficiently obtained in good to excellent yields in the presence of 0.5 mol-% catalyst under mild reaction conditions.

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