Day: February 22, 2023

A bifunctional ligand enables efficient gold-catalyzed hydroarylation of terminal unactivated propargylic alcohols with heteroareneboronic acids was written by Liao, Shengrong;Xu, Huayan;Xu, Liang;Liang, Baoxia;Yang, Bin;Wang, Junfeng;Zhou, Xuefeng;Lin, Xiuping;Luo, Zaigang;Liu, Yonghong. And the article was included in Tetrahedron in 2021.Recommanded Product: Benzo[b]thiophen-3-ylboronic acid This article mentions the following:

Terminal allylic alcs. were important motifs in natural products, and also key intermediates/precursors in numerous novel reaction transformations. In this study, enabled by a bifunctional ligand featuring a basic amino group, a gold-catalyzed hydroarylation of terminal unactivated propargylic alcs. with heteroareneboronic acids were first established, and efficiently afforded various terminal aryl-substituted allylic alcs. with moderate to high yields under mild conditions. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6Recommanded Product: Benzo[b]thiophen-3-ylboronic acid).

Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Recommanded Product: Benzo[b]thiophen-3-ylboronic acid

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Substituent Effects on the Thermochemistry of Thiophenes. A Theoretical (G3(MP2)//B3LYP and G3) Study was written by Notario, Rafael;Temprado, Manuel;Roux, Maria Victoria;Liebman, Joel F.. And the article was included in Journal of Physical Chemistry A in 2012.Electric Literature of C6H8S This article mentions the following:

Very good linear correlations between exptl. and calculated enthalpies of formation in the gas phase (G3(MP2)//B3LYP and G3) for 48 thiophene derivatives were obtained. These correlations permit a correction of the calculated enthalpies of formation to estimate more reliable exptl. values for the enthalpies of formation of substituted thiophenes, check the reliability of exptl. measurements, and also predict the enthalpies of formation of new thiophenes that are not available in the literature. Also, the difference between the enthalpies of formation of isomeric thiophenes with the same substituent in positions 2 and 3 of the ring was analyzed. Likewise, a comparison of the substituent effect in the thiophene and benzene rings was established. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Electric Literature of C6H8S).

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 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.Electric Literature of C6H8S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Identification of 2-acylaminothiophene-3-carboxamides as potent inhibitors of FLT3 was written by Patch, Raymond J.;Baumann, Christian A.;Liu, Jian;Gibbs, Alan C.;Ott, Heidi;Lattanze, Jennifer;Player, Mark R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2006.Computed Properties of C13H16N2O2S This article mentions the following:

A series of 2-acylaminothiophene-3-carboxamides has been identified which exhibit potent inhibitory activity against the FLT3 tyrosine kinase. Compound 44 inhibits the isolated enzyme (IC₅₀ = 0.027 μM) and blocks the proliferation of MV4-11 cells (IC₅₀ = 0.41 μM). Structure-activity relationship studies within this series are described in the context of a proposed binding model within the ATP binding site of the enzyme. In the experiment, the researchers used many compounds, for example, Ax20017 (cas: 329221-38-7Computed Properties of C13H16N2O2S).

Ax20017 (cas: 329221-38-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Computed Properties of C13H16N2O2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photoenzymatic generation of unstabilized alkyl radicals: An asymmetric reductive cyclization was written by Clayman, Phillip D.;Hyster, Todd K.. And the article was included in Journal of the American Chemical Society in 2020.Recommanded Product: 1,3,2-Dioxathiolane 2,2-dioxide This article mentions the following:

Flavin-dependent ‘ene’-reductases (ERED) can generate stabilized alkyl radicals when irradiated with visible light, however, they are not known to form unstabilized radicals. Here, we report an enantioselective radical cyclization using alkyl iodides as precursors to unstabilized nucleophilic radicals. Evidence suggests this species is accessed by photoexcitation of a charge-transfer complex that forms between flavin and substrate within the protein active site. Stereoselective delivery of a hydrogen atom from the flavin semiquinone to the prochiral radical formed after cyclization provides high levels of enantioselectivity across a variety of substrates. Moreover, we find that redox-active esters can be used in lieu of alkyl iodides as radical precursors. Overall, this transformation demonstrates that photoenzymic catalysis can address long-standing selectivity challenges in the radical literature through the generation and stereocontrol of highly reactive nucleophilic radicals within ERED active sites. In the experiment, the researchers used many compounds, for example, 1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3Recommanded Product: 1,3,2-Dioxathiolane 2,2-dioxide).

1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. It is also used in the manufacturing of dyes such as thioindigo.Recommanded Product: 1,3,2-Dioxathiolane 2,2-dioxide

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Dual Photochemical Bond Cleavage for a Diarylethene-Based Phototrigger Containing both Methanolic and Acetic Sources was written by Galangau, Olivier;Delbaere, Stephanie;Ratel-Ramond, Nicolas;Rapenne, Gwenael;Li, Ruiji;Calupitan, Jan Patrick Dela Cruz;Nakashima, Takuya;Kawai, Tsuyoshi. And the article was included in Journal of Organic Chemistry in 2016.Synthetic Route of C8H7BO2S This article mentions the following:

In this paper, we present a novel concept for “smarter” photolabile organic compounds combining not one but two caged functions. As proof of principle, this diarylethene-based compound possesses two inhibited chem. groups (OMe and OAc) and its efficient release in different solvents is reported. In low- to medium-polarity media, both MeOH and AcOH are released, with a slight preferential uncaging of AcOH except in 1,4-dioxane, where MeOH is preferentially released. In contrast, DMSO or DMF render AcOH release strongly dominating. DFT calculations of the corresponding photoreactive conformations not only afford strong support to the observed release of MeOH and AcOH but also qual. explain the preferential release of acid in terms of dispersive noncovalent interactions. Finally, mechanistic aspects are discussed on the bases of the spectroscopic observations and of the TD-DFT calculations In the experiment, the researchers used many compounds, for example, Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6Synthetic Route of C8H7BO2S).

Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Synthetic Route of C8H7BO2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Palladium-catalyzed stereo-selective three-component cis-1,2-arylalkynylation of bicyclic alkenes with aryltriflates and terminal alkynes was written by Xu, Tianhao;Zhou, Xiangbing;Han, Yuhui;Zhang, Liangwei;Liu, Long;Huang, Tianzeng;Li, Chunya;Tang, Zhi;Wan, Shungang;Chen, Tieqiao. And the article was included in Tetrahedron Letters in 2022.Quality Control of 2-Ethynylthiophene This article mentions the following:

Synthesis of (1S,2R,3S,4R)-2-(arylethynyl)-3-(aryl)bicyclo[2.2.1]heptanes I [R = Ph, 4-MeC₆H₄, 4-FC₆H₄, etc.; Ar = Ph, 2-MeC₆H₄, 4-MeOC₆H₄, etc.; R¹ = H, C(O)Me] via a palladium-catalyzed stereo-selective cis-1,2-arylalkynylation of bicyclic alkenes with aryl triflates and terminal alkynes was developed. This reaction showed high functional group tolerance and could be applied to the modification of bioactive mols. This three-component reaction provided a practical method for preparing the value-added bicyclo[2.2.1]heptanes derivatives 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. 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.Quality Control of 2-Ethynylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Oxidative unfolding of the rubredoxin domain and the natively disordered N-terminal region regulate the catalytic activity of Mycobacterium tuberculosis protein kinase G was written by Wittwer, Matthias;Luo, Qi;Kaila, Ville R. I.;Dames, Sonja A.. And the article was included in Journal of Biological Chemistry in 2016.Electric Literature of C13H16N2O2S This article mentions the following:

Mycobacterium tuberculosis escapes killing in human macrophages by secreting protein kinase G (PknG). PknG intercepts host signaling to prevent fusion of the phagosome engulfing the mycobacteria with the lysosome and, thus, their degradation The N-terminal NORS (no regulatory secondary structure) region of PknG (approx. residues 1-75) has been shown to play a role in PknG regulation by (auto)phosphorylation, whereas the following rubredoxin-like metal-binding motif (RD, residues ∼74-147) has been shown to interact tightly with the subsequent catalytic domain (approx. residues 148-420) to mediate its redox regulation. Deletions or mutations in NORS or the redox-sensitive RD significantly decrease PknG survival function. Based on combined NMR spectroscopy, in vitro kinase assay, and mol. dynamics simulation data, we provide novel insights into the regulatory roles of the N-terminal regions. The NORS region is indeed natively disordered and rather dynamic. Consistent with most earlier data, autophosphorylation occurs in our assays only when the NORS region is present and, thus, in the NORS region. Phosphorylation of it results only in local conformational changes and does not induce interactions with the subsequent RD. Although the reduced, metal-bound RD makes tight interactions with the following catalytic domain in the published crystal structures, it can also fold in its absence. Our data further suggest that oxidation-induced unfolding of the RD regulates substrate access to the catalytic domain and, thereby, PknG function under different redox conditions, e.g. when exposed to increased levels of reactive oxidative species in host macrophages. In the experiment, the researchers used many compounds, for example, Ax20017 (cas: 329221-38-7Electric Literature of C13H16N2O2S).

Ax20017 (cas: 329221-38-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Electric Literature of C13H16N2O2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Optimizing electrolyte additive loadings in NMC532/graphite cells: vinylene carbonate and ethylene sulfate was written by Taskovic, T.;Thompson, L. M.;Eldesoky, A.;Lumsden, M. D.;Dahn, J. R.. And the article was included in Journal of the Electrochemical Society in 2021.Formula: C2H4O4S This article mentions the following:

A matrix of LiNi_0.5Mn_0.3Co_0.2O₂/graphite cells filled with 1.33 m LiPF6 in EC:EMC:DMC (ethylene carbonate: Et Me carbonate: di-Me carbonate) (25:5:70 by volume) electrolyte and different weight percentages of vinylene carbonate (VC) and ethylene sulfate (DTD) electrolyte additives underwent prolonged charge-discharge cycling at 20°C and 40°C. The volume of gas produced during formation and cycle testing was measured. The impedance spectra of the cells before and after cycling was measured. After testing, the electrolyte was extracted for study by NMR spectroscopy (NMR) and gas chromatog./mass spectroscopy (GC-MS) to determine what changes in electrolyte composition had occurred. Some cells had their neg. electrodes studied by scanning micro-X-ray fluorescence to quantify the amount of transition metals that transferred from the pos. electrode to the neg. electrode during the testing. Cells containing 1% VC or 2% VC with an addnl. 1% DTD by weight had the best capacity retention and lowest impedance growth. NMR and GC-MS suggest that these additive combinations promote increased electrolyte salt consumption which may represent a source of lithium to replenish the lithium inventory. Only a small amount of transition metals (0.03% or less) originating from the pos. electrode active material was found on the neg. electrode after testing. Most cells had over 1500 cycles at both 20°C and 40°C conditions. In the experiment, the researchers used many compounds, for example, 1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3Formula: C2H4O4S).

1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Formula: C2H4O4S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Modular Synthesis of Enantioenriched α-Chiral Homoallylic Amidines Enabled by Relay Ir/Cu Catalysis was written by Li, Ting-Peng;Li, Ren-Sha;Hu, Wei;Xie, Jia-Xin;Xu, Minghui;Feng, Chun;Ni, Hai-Liang;Yu, Wen-Hao;Hu, Ping;Wang, Bi-Qin;Cao, Peng. And the article was included in Organic Letters in 2022.Electric Literature of C6H4S This article mentions the following:

The cascade of Ir-catalyzed enantioselective allylic amination and Cu-catalyzed alkyne-azide cycloaddition was designed for the asym. synthesis of homoallylic amidines, e.g., I. The nucleophilic addition of an in situ-generated enantioenriched tertiary allylamine to a ketenimine intermediate triggers a rapid and stereospecific zwitterionic aza-Claisen rearrangement in a 1,3-chiral transfer manner. The approach allowed modular access to enantioenriched α-chiral homoallylic amidines in high yields with a high level of enantiomeric purity. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6Electric Literature of C6H4S).

2-Ethynylthiophene (cas: 4298-52-6) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Electric Literature of C6H4S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Investigation of the limit of discovery using tile-based Fisher ratio analysis with comprehensive two-dimensional gas chromatography time-of-flight mass spectrometry was written by Sudol, Paige E.;Ochoa, Grant S.;Synovec, Robert E.. And the article was included in Journal of Chromatography A in 2021.Recommanded Product: 2-Methylbenzo[b]thiophene This article mentions the following:

Comprehensive two-dimensional gas chromatog. coupled with time-of-flight mass spectrometry (GCxGC-TOFMS) is followed by tile-based Fisher ratio (F-ratio) anal. to investigate the “limit of discovery” for low concentration levels of sulfur-containing compounds in JP8 jet fuel. A mixture of 14 sulfur-containing compounds was spiked at 30 ppm, 15 ppm, 3 ppm and 1.5 ppm into the neat fuel prior to GCxGC-TOFMS anal. with a “reversed” column format (aka polar first dimension (1D) and non-polar second dimension (2D) column). Prior standard implementation of tile-based F-ratio anal. utilized an average F-ratio requiring a min. of 3 mass channels (m/z) with the highest F-ratios. Herein, we explore the notion that use of the top F-ratio m/z for hitlist ranking is superior to the standard implementation for analytes near their limit-of-quantitation (LOQ), defined as an analyte concentration that produces a signal equal to ten times the standard deviation of the baseline noise (10σn). Hitlist ranking comparisons revealed that using only the top F-ratio m/z resulted in impressive improvements in discoverability for the low concentration comparisons. Specifically, for the 3 ppm vs. neat hitlist, 1,4-oxathiane (LOQ = 2.5 ppm) improved from hit 114 via standard F-ratio anal., to hit 25. For the 1.5 ppm vs. neat hitlist, 2-propylthiophene (LOQ = 0.64 ppm) improved from hit 59 to 17, benzo[b]thiophene (LOQ = 1.1 ppm) from hit 98 to 28, and 2,5-dimethylthiophene (LOQ = 1.3 ppm) from hit 262 to 39. Addnl. hitlist ranking comparisons revealed the importance of proper tile size selection, as analyte discoverability deteriorated upon using either an inappropriately too small or too large of a tile. In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Recommanded Product: 2-Methylbenzo[b]thiophene).

2-Methylbenzo[b]thiophene (cas: 1195-14-8) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Recommanded Product: 2-Methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem