Day: February 23, 2023

Toluene dioxygenase-catalyzed cis-dihydroxylation of benzo[b]thiophenes and benzo[b]furans: synthesis of benzo[b]thiophene 2,3-oxide was written by Boyd, Derek R.;Sharma, Narain D.;Brannigan, Ian N.;Evans, Timothy A.;Haughey, Simon A.;McMurray, Brian T.;Malone, John F.;McIntyre, Peter B. A.;Stevenson, Paul J.;Allen, Christopher C. R.. And the article was included in Organic & Biomolecular Chemistry in 2012.Quality Control of 2-Methylbenzo[b]thiophene This article mentions the following:

Enzymic cis-dihydroxylation of benzo[b]thiophene, benzo[b]furan and several Me substituted derivatives was found to occur in both the carbocyclic and heterocyclic rings. Relative and absolute configurations and enantiopurities of the resulting dihydrodiols were determined Hydrogenation of the alkene bond in carbocyclic cis-dihydrodiols and ring-opening epimerization/reduction reactions of heterocyclic cis/trans-dihydrodiols were also studied. The relatively stable heterocyclic dihydrodiols of benzo[b]thiophene and benzo[b]furan showed a strong preference for the trans configuration in aqueous solutions The 2,3-dihydrodiol metabolite of benzo[b]thiophene was utilized as a precursor in the chemoenzymic synthesis of the unstable arene oxide, benzo[b]thiophene 2,3-oxide. In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Quality Control of 2-Methylbenzo[b]thiophene).

2-Methylbenzo[b]thiophene (cas: 1195-14-8) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.Quality Control of 2-Methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Surface modification by polyzwitterions of the sulfabetaine-type, and their resistance to biofouling was written by Schoenemann, Eric;Laschewsky, Andre;Wischerhoff, Erik;Koc, Julian;Rosenhahn, Axel. And the article was included in Polymers (Basel, Switzerland) in 2019.Reference of 1072-53-3 This article mentions the following:

Films of zwitterionic polymers are increasingly explored for conferring fouling resistance to materials. Yet, the structural diversity of polyzwitterions is rather limited so far, and clear structure-property relationships are missing. Therefore, we synthesized a series of new polyzwitterions combining ammonium and sulfate groups in their betaine moieties, so-called poly(sulfabetaine)s. Their chem. structures were varied systematically, the monomers carrying methacrylate, methacrylamide, or styrene moieties as polymerizable groups. High molar mass homopolymers were obtained by free radical polymerization Although their solubilities in most solvents were very low, brine and lower fluorinated alcs. were effective solvents in most cases. A set of sulfabetaine copolymers containing about 1 mol % (based on the repeat units) of reactive benzophenone methacrylate was prepared, spin-coated onto solid substrates, and photo-cured. The resistance of these films against the nonspecific adsorption by two model proteins (bovine serum albumin-BSA, fibrinogen) was explored, and directly compared with a set of references The various polyzwitterions reduced protein adsorption strongly compared to films of poly(nbutyl methacrylate) that were used as a neg. control. The poly(sulfabetaine)s showed generally even somewhat higher anti-fouling activity than their poly(sulfobetaine) analogs, though detailed efficacies depended on the individual polymer-protein pairs. Best samples approach the excellent performance of a poly(oligo(ethylene oxide) methacrylate) reference In the experiment, the researchers used many compounds, for example, 1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3Reference of 1072-53-3).

1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is also used in the manufacturing of dyes such as thioindigo.Reference of 1072-53-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Cu-Catalyzed asymmetric addition of alcohols to β,γ-alkynyl-α-imino esters for the construction of linear chiral N,O-ketals was written by Sheng, Cheng;Ling, Zheng;Luo, Yicong;Zhang, Wanbin. And the article was included in Nature Communications in 2022.Quality Control of 2-Ethynylthiophene This article mentions the following:

Herein, a Cu-catalyzed asym. addition of alcs. to β,γ-alkynyl-α-imino esters was developed under mild conditions, providing the corresponding linear chiral N,O-ketals I [R¹ = n-Bu, Ph, 2-thienyl, etc.; R² = Me, Et, n-Pr, n-Bu; R³ = Me, Et, cyclobutyl, Bn, etc.] with up to 96% ee. The method tolerated some variation in the β,γ-alkynyl-α-imino esters and alc. scope, including some glucose and natural amino acid derivatives Computational results indicated that the Boc group of the substrates assist in the extraction of hydrogen atoms from the alcs. to promote the addition reactions. These products could be synthesized on a gram-scale and can be used in several transformations. This asym. addition system provided an efficient, mild, gram-scale, and transition-metal-catalyzed synthesis of linear chiral N,O-ketals. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6Quality Control of 2-Ethynylthiophene).

2-Ethynylthiophene (cas: 4298-52-6) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Quality Control of 2-Ethynylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Discovery of Unforeseen Energy-Transfer-Based Transformations Using a Combined Screening Approach was written by Strieth-Kalthoff, Felix;Henkel, Christian;Teders, Michael;Kahnt, Axel;Knolle, Wolfgang;Gomez-Suarez, Adrian;Dirian, Konstantin;Alex, Wiebke;Bergander, Klaus;Daniliuc, Constantin G.;Abel, Bernd;Guldi, Dirk M.;Glorius, Frank. And the article was included in Chem in 2019.Name: 4-Bromobenzo[b]thiophene This article mentions the following:

A two-dimensional screening protocol, combining “mechanism-based” and “reaction-based” screening and its application to the field of visible light photocatalysis. To this end, two energy-transfer-based cycloaddition reactions could be realized: a notably endergonic energy transfer process allowed for the dearomative cycloaddition of benzothiophenes and related heterocycles. Moreover, by sensitization of enone moieties, a [2+2]-cycloaddition to alkynes and an unexpected cycloaddition-rearrangement cascade were discovered. Advanced spectroscopic techniques (in particular transient absorption spectroscopy and pulse radiolysis) were utilized to investigate the underlying photophys. processes and gain insight into reaction kinetics. Combining these results with further mechanistic anal. can eventually turn out to be helpful upon knowledge-driven development of improved systems. Such screening approaches can thus provide complementary access toward novel and more efficient catalytic protocols. In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8Name: 4-Bromobenzo[b]thiophene).

4-Bromobenzo[b]thiophene (cas: 5118-13-8) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Name: 4-Bromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Thallium(III) Trifluoroacetate-Trifluoroacetic Acid in the Chemistry of Polythiophenes. 2. Treatment of 3-Alkylthiophenes and Electron Paramagnetic Resonance Results was written by Tormo, Jordi;Moreno, F. Jesus;Ruiz, Jordi;Fajari, Lluis;Julia, Luis. And the article was included in Journal of Organic Chemistry in 1997.Safety of 3-Ethylthiophene This article mentions the following:

The treatment of thiophene and 3-alkylthiophenes with thallium(III) trifluoroacetate (TTFA) in trifluoroacetic acid (TFA) gives insoluble and dark powdery solids with oxygen content and elec. conductivities ranging from 10^-4 to 10^-6 Ω^-1 cm^-1. Polar and short fractions are negligible. All of them show semiconductivity (10^-3-10^-6 Ω^-1 cm^-1) when doped in iodine atm. ESR (EPR) spectra of either as-synthesized or I₂-treated solids display characteristic single and broad lines (ΔH_pp, 1.84-7.4 G) with Lorentzian shapes and g-values in the range 2.0028-2.0038. IR spectra show characteristic C-H out-of-plane deformations (780 cm^-1 for polythiophene and 820-825 cm^-1 for poly(3-alkylthiophenes)) in addition to a strong peak at 1650-1690 cm^-1 which has not been conclusively assigned. EPR spectra of some disubstituted and tetrasubstituted 2,2′-bithiophene radical cations have been observed and their g-values and coupling constants assigned when the corresponding parent compounds are photolyzed with UV light in TFA. Photolysis of 3-alkylthiophenes in TFA in the EPR instrument gave the radical cations of 4,4′-dialkyl-2,2′-bithiophenes. In no case, were EPR signals of the isomeric 3,3′-dialkyl- or 3,4′-dialkyl-2,2′-bithiophene radical cations observed, indicating that dimerization of 3-alkylthiophenes occurs through the less sterically hindered 5-position. The presence of two doublet species corresponding to both conformers, syn and anti, in the radical cations is associated with a large barrier to rotation about the C(2)-C(2′) bond. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Safety of 3-Ethylthiophene).

3-Ethylthiophene (cas: 1795-01-3) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Safety of 3-Ethylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Determination of individual sulfur-containing compounds in gas condensate and petrol by gas chromatography was written by Afanas’ev, I. P.;Gorshkova, T. A.;Arystanbekova, S. A.;Lapina, M. S.;Volynskii, A. B.. And the article was included in Journal of Analytical Chemistry in 2017.Reference of 1195-14-8 This article mentions the following:

A procedure is developed for the determination of more than 60 individual sulfur-containing compounds (SCC) in liquid hydrocarbon raw materials and in liquid fuels using gas chromatog. on a 25-m WCOT column, inner diameter 0.32 mm, with a nonpolar dimethylpolysiloxane stationary phase (layer thickness 5 μm) and chemiluminescence detection. SCC were identified by individual standard substances and published data. Quant. determination was carried out by the internal standard method. The results of determination of individual SCC in petrol and stable gas condensate are presented. The most high-boiling SCC found in significant amounts (more than 0.005 wt % of sulfur) were C₂-benzothiophenes (in petrol) and C₄-dibenzothiophenes (in gas condensate). In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Reference of 1195-14-8).

2-Methylbenzo[b]thiophene (cas: 1195-14-8) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Reference of 1195-14-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Palladium-Catalyzed Carbonylative Sonogashira/Annulation Reaction: Synthesis of Indolo[1,2-b]isoquinolines was written by Li, Lin;Liu, Xin-Lian;Qi, Zhuang;Yang, Ai-Hua;Ma, Ai-Jun;Peng, Jin-Bao. And the article was included in Organic Letters in 2022.Category: benzothiophene This article mentions the following:

A palladium-catalyzed carbonylative Sonogashira/annulation reaction for the synthesis of indolo[1,2-b]isoquinolines I [Ar = Ph, 4-MeC₆H₄, 3,4-di-MeOC₆H₃, etc.; R¹ = H, 3-F, 2-F, 2-Cl, 3-Cl, 3-Me; R² = H, 8-F, 9-Me ] was developed. Tetracyclic 6/5/6/6 indoline skeletons I were synthesized in moderate to good yields from easily available 2-bromo-N-(2-iodophenyl)benzamides and terminal alkynes. Notably, this efficient methodol. established three C-C bonds and a C-N bond through a one-step transformation and provided a new method for the synthesis of indolo[1,2-b]isoquinoline derivatives I. In the experiment, the researchers used many compounds, for example, 3-Ethynylthiophene (cas: 67237-53-0Category: benzothiophene).

3-Ethynylthiophene (cas: 67237-53-0) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photopolymerizable compositions for preparing refractive index images was written by Anonymous. And the article was included in IP.com Journal in 2009.Formula: C26H26N2O2S This article mentions the following:

Both prior art WO-A-2005/124460 and WO-A-2005/124456 photopolymerizable compositions comprising an ethylenically unsaturated monomer, a photoinitiator system, in particular a borate photoinitiator, a triglyceride and preferably a co-initiator (sensitizer) which is usually a dye. Specific prefered borate photoinitiators and sensitizer dyes were identified. In the experiment, the researchers used many compounds, for example, 2,5-Bis(5-(tert-butyl)benzo[d]oxazol-2-yl)thiophene (cas: 7128-64-5Formula: C26H26N2O2S).

2,5-Bis(5-(tert-butyl)benzo[d]oxazol-2-yl)thiophene (cas: 7128-64-5) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Formula: C26H26N2O2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Structural and quantum chemical analysis of exciton coupling in homo- and heteroaggregate stacks of merocyanines was written by Bialas, David;Zitzler-Kunkel, Andre;Kirchner, Eva;Schmidt, David;Wuerthner, Frank. And the article was included in Nature Communications in 2016.Safety of 3-Ethylthiophene This article mentions the following:

Exciton coupling is of fundamental importance and determines functional properties of organic dyes in (opto-)electronic and photovoltaic devices. Here we show that strong exciton coupling is not limited to the situation of equal chromophores as often assumed. Quadruple dye stacks were obtained from two bis(merocyanine) dyes with same or different chromophores, resp., which dimerize in less-polar solvents resulting in the resp. homo- and heteroaggregates. The structures of the quadruple dye stacks were assigned by NMR techniques and unambiguously confirmed by single-crystal X-ray anal. The heteroaggregate stack formed from the bis(merocyanine) bearing two different chromophores exhibits remarkably different UV/vis absorption bands compared with those of the homo aggregate of the bis(merocyanine) comprising two identical chromophores. Quantum chem. anal. based on an extension of Kasha’s exciton theory appropriately describes the absorption properties of both types of stacks revealing strong exciton coupling also between different chromophores within the heteroaggregate. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Safety of 3-Ethylthiophene).

3-Ethylthiophene (cas: 1795-01-3) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Safety of 3-Ethylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Copper-Catalyzed Oxidative C-C Bond Cleavage of Alkyl-(Hetero)arenes Enabling Direct Access to Nitriles was written by Xue, Gaijun;Xie, Fukai;Liang, Hongliang;Chen, Guoliang;Dai, Wen. And the article was included in Organic Letters in 2022.Quality Control of 3-Ethylthiophene This article mentions the following:

The cleavage and functionalization of C-C bonds has emerged as a powerful tool for discovery of new transformations. Herein, authors report a protocol that enables direct synthesis of nitriles via copper-catalyzed oxidative cleavage and cyanation of C-C bonds in a wide variety of multicarbon alkyl-substituted (hetero)arenes. Detailed mechanistic studies reveal that a tandem oxidative process is involved in this transformation. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Quality Control of 3-Ethylthiophene).

3-Ethylthiophene (cas: 1795-01-3) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Quality Control of 3-Ethylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem