Day: February 23, 2023

Synthesis of Cyclopentene Derivatives via Electrochemically Induced Intermolecular Selective (3+2) Annulation was written by Guan, Zhipeng;Zhu, Shuxiang;Ye, Yayu;Li, Xiangwei;Liu, Yanlong;Wang, Pengjie;Zhang, Heng;Huang, Zhiliang;Lei, Aiwen. And the article was included in Angewandte Chemie, International Edition in 2022.Product Details of 4298-52-6 This article mentions the following:

An electrochem. mediator-induced intermol. selective (3+2) annulation of readily available alkenes and alkynes/alkenes, which provided a simple and efficient method for the synthesis of a library of decorated cyclopentenes and cyclopentanes was developed. This protocol features high efficiency, mild reaction conditions, broad substrate scope, good functional group tolerance and high regioselectivity. Potential applications was demonstrated by gram-scale synthesis as well as the construction of structural diversity and complexity. A preliminary mechanistic investigation was performed, which indicated that an iodine radical and carbon radicals are involved in this transformation. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6Product Details of 4298-52-6).

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. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Product Details of 4298-52-6

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Thiophene bioisosteres. Synthesis of 2-methyl-4-oxothieno [2,3-d] pyrimidines was written by Noverola, Salvador Vega. And the article was included in Anales de la Real Academia de Farmacia in 1976.Computed Properties of C9H11NO2S This article mentions the following:

Thienopyrimidinones I [RR1 = (CH2)4, R = Me, R1 = H; R2 = (CH2)3OCHMe2, NHCO2Et, NHCOCH2Ph, NHBz, (CH2)nNR3R4, n = 2, 3, NR3R4 = NMe2, NEt2, morpholino, pyrrolidino] were prepared by treating cyclohexanone and S or HSCH2COMe with NCCH2CO2Et, acetylating II (R5 = H, R6 = Et), hydrolyzing, cyclizing II (R5 = Ac, R6 = H) with Ac2O, and treating the oxazines III with R2NH2 with prolonged heating. Intermediates IV of the reaction of III with R2NH2 were isolated at shorter reaction times. In the experiment, the researchers used many compounds, for example, 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid (cas: 5936-58-3Computed Properties of C9H11NO2S).

2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid (cas: 5936-58-3) 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 raloxifene, zileuton, sertaconazole, and also BTCP.Computed Properties of C9H11NO2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Asymmetric Hydrophosphonylation of α,β-Unsaturated Ketones Catalyzed by Rare-Earth Metal Complexes Bearing Trost Ligands was written by Song, Huifang;Sun, Yuli;Lu, Chengrong;Zhao, Bei. And the article was included in Journal of Organic Chemistry in 2022.Product Details of 3988-77-0 This article mentions the following:

Chiral dinuclear rare-earth metal complexes RE₂Lⁿ₂ (n = 1, RE = Y (1), Eu (2), Nd (3), La (4), Gd (5); n = 2, RE = Eu (6), Gd (7)) stabilized by the corresponding Trost ligands H₃L¹ or H₃L² (H₃L¹ = (S,S)-2,6-bis[2-(hydroxydiphenylmethyl)pyrrolidin-1-ylmethyl]-4-methylphenol, H₃L² = (S,S)-2,6-bis[2-(hydroxydiphenylmethyl)pyrrolidin-1-ylmethyl]-4-chlorophenol) were prepared and three unknown complexes 5–7 were characterized by x-ray diffraction anal. The chiral rare-earth metal complexes 1–7 displayed high reactivity in the asym. hydrophosphonylation of α,β-unsaturated ketones, and 5 mol % of complex 7 together with 10 mol % of chiral diamine (1S,2S)-1,2-cyclohexanediamine are the optimal catalyst combination. Various hydrophosphonylation products with excellent yields and high to excellent enantiomeric excess (ee) values were obtained in toluene (up to 99% yield, >99% ee). In the experiment, the researchers used many compounds, for example, 3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one (cas: 3988-77-0Product Details of 3988-77-0).

3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one (cas: 3988-77-0) 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 raloxifene, zileuton, sertaconazole, and also BTCP.Product Details of 3988-77-0

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Triazole-substituted phenylboronic acids as tunable lead inhibitors of KPC-2 antibiotic resistance was written by Zhou, Jingyuan;Stapleton, Paul;Xavier-Junior, Francisco Humberto;Schatzlein, Andreas;Haider, Shozeb;Healy, Jess;Wells, Geoffrey. And the article was included in European Journal of Medicinal Chemistry in 2022.Related Products of 4298-52-6 This article mentions the following:

Inhibition of β-lactamases is a promising strategy to overcome antimicrobial resistance to commonly used β-lactam antibiotics. Boronic acid derivatives have proven to be effective inhibitors of β-lactamases due to their direct interaction with the catalytic site of these enzymes. We synthesized a series of phenylboronic acid derivatives and evaluated their structure-activity relationships as Klebsiella pneumoniae carbapenemase (KPC-2) inhibitors. We identified potent KPC-2 inhibitors 2e & 6c (Ki = 0.032 μM and 0.038 μM, resp.) that enhance the activity of cefotaxime in KPC-2 expressing Escherichia coli. The measured acid dissociation constants (pKa) of selected triazole-containing phenylboronic acids was broad (5.98-10.0), suggesting that this is an addnl. property of the compounds that could be tuned to optimize the target interaction and/or the physicochem. properties of the compounds These findings will help to guide the future development of boronic acid compounds as inhibitors of KPC-2 and other target proteins. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6Related Products of 4298-52-6).

2-Ethynylthiophene (cas: 4298-52-6) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is also used in the manufacturing of dyes such as thioindigo.Related Products of 4298-52-6

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis of 3,5-disubsituted pyrazolines and their derivatives was written by Ingle, A. V.;Doshi, A. G.;Raut, A. W.. And the article was included in Oriental Journal of Chemistry in 2010.Application In Synthesis of 3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one This article mentions the following:

2-Acetylthiophene condenses with different aromatic aldehyde in ethanol in the presence of aqueous NaOH to give 1-(2′-thienyl)-3-(substituted phenyl)-2-propen-1-ones (Ia-e) which react with hydrazine hydrate in ethanol to give pyrazolines (IIa-e). Similarly, 1-(2′-thienyl)-3-(substituted phenyl)-2-propen-1-ones (Ia-e) react with Ph hydrazine hydrochloride in the presence of ethanol medium and 1,2 drops of NaOH (2N) to give 1-Ph pyrazolines (IIIa-e). (Ia-e) react with 2,4-dinitro Ph hydrazine in presence of ethanol medium to give 1-(2,4-dinitro phenyl) pyrazolines (IVa-e) and also they react with semicarbazide hydrochloride in presence of ethanol medium and 1,2 drops of NaOH (2N) to give 1-carboxamido pyrazolines (Va-e). Pyrazolines (IIa-e) react with acetic acid to give 1-acetyl pyrazolines (VIa-e), as well as with benzoyl chloride in pyridine medium to give 1-benzoyl pyrazolines (VIIa-e). IIa-e also react with 1:1 HCl and 10% sodium nitrite to give 1-nitroso pyrazolines (VIIIa-e). Characterization and structural elucidation were done on the basis of m.ps. determination, anal. and spectral studies. In the experiment, the researchers used many compounds, for example, 3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one (cas: 3988-77-0Application In Synthesis of 3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one).

3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one (cas: 3988-77-0) 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 raloxifene, zileuton, sertaconazole, and also BTCP.Application In Synthesis of 3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Cobalt-catalyzed carboxylation of aryl and vinyl chlorides with CO₂ was written by Wang, Yanwei;Jiang, Xiaomei;Wang, Baiquan. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Synthetic Route of C8H5BrS This article mentions the following:

The transition-metal-catalyzed carboxylation of aryl and vinyl chlorides with CO₂ is rarely studied, and has been achieved only with a Ni catalyst or combination of palladium and photoredox. In this work, the cobalt-catalyzed carboxylation of aryl and vinyl chlorides and bromides with CO₂ has been developed. These transformations proceed under mild conditions and exhibit a broad substrate scope, affording the corresponding carboxylic acids in good to high yields. In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8Synthetic Route of C8H5BrS).

4-Bromobenzo[b]thiophene (cas: 5118-13-8) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is also used in the manufacturing of dyes such as thioindigo.Synthetic Route of C8H5BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Development of Selective Clk1 and -4 Inhibitors for Cellular Depletion of Cancer-Relevant Proteins was written by ElHady, Ahmed K.;Abdel-Halim, Mohammad;Abadi, Ashraf H.;Engel, Matthias. And the article was included in Journal of Medicinal Chemistry in 2017.COA of Formula: C10H8O3S This article mentions the following:

In cancer cells, kinases of the Clk family control the supply of full-length, functional mRNAs coding for a variety of proteins essential to cell growth and survival. Thus, inhibition of Clks might become a novel anticancer strategy, leading to a selective depletion of cancer-relevant proteins after turnover. On the basis of a Weinreb amide hit compound, the authors designed and synthesized a diverse set of methoxybenzothiophene-2-carboxamides, of which the N-benzylated derivative showed enhanced Clk1 inhibitory activity. Introduction of a m-fluorine in the benzyl moiety eventually led to the discovery of compound 21b (5-methoxybenzo[b]thiophene-2-carboxylic acid (3-fluorobenzyl)methylamide), a potent inhibitor of Clk1 and -4 (IC₅₀ = 7 and 2.3 nM, resp.), exhibiting an unprecedented selectivity over Dyrk1A. Compound 21b triggered the depletion of EGFR, HDAC1, and p70S6 kinase from the cancer cells, with potencies in line with the measured GIC₅₀ values. In contrast, the cellular effects of congener 21a (5-methoxybenzo[b]thiophene-2-carboxylic acid 3-fluorobenzylamide), which inhibited Clk1 only weakly, were substantially lower. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[b]thiophene-2-carboxylic acid (cas: 23046-02-8COA of Formula: C10H8O3S).

5-Methoxybenzo[b]thiophene-2-carboxylic acid (cas: 23046-02-8) 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.COA of Formula: C10H8O3S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

On the use of diarylmaleimide derivatives in biological contexts: An investigation of the photochromic properties in aqueous solution was written by Fleming, Cassandra;Remon, Patricia;Li, Shiming;Simeth, Nadja Anita;Koenig, Burkhard;Groetli, Morten;Andreasson, Joakim. And the article was included in Dyes and Pigments in 2017.Related Products of 1195-14-8 This article mentions the following:

A series of photochromic diarylmaleimide derivatives has been synthesized and studied with respect to the photochromic properties in aqueous solution The main rationale is to investigate if these compounds could be used as photoswitchable units in biol. contexts, motivated by the fact that the diarylmaleimide structural motif is identified in many pharmacophores. Thus, photoswitchable variants of this class of compounds could be very useful in the quest for photoactivatable drugs. The photoinduced cyclization reaction (colorization) is suppressed in solvents of high polarity, whereas the ring-opening reaction (decolorization) still occurs with high efficiency. The photochromically active anti-parallel conformer of the open form is more abundant in the asym. substituted derivatives, which in turn favors the formation of the closed isomeric form. The rates of the thermal isomerization reactions have also been assessed, together with the resistance toward thermal degradation Here it was observed that the maleimide derived compounds were not susceptible to the thermally driven reactions (hydrolysis and isomerization). In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Related Products of 1195-14-8).

2-Methylbenzo[b]thiophene (cas: 1195-14-8) 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.Related Products of 1195-14-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis of Pyrrolo[2,1-a]isoquinolines through Cu-Catalyzed Condensation/Addition/Oxidation/Cyclization Cascade was written by Cui, Hai-Lei;Chen, Xiao-Hui. And the article was included in Journal of Organic Chemistry in 2022.COA of Formula: C6H4S This article mentions the following:

A copper-catalyzed synthesis of pyrrolo[2,1-a]isoquinolines I [R¹ = H, 6-Br, 8-OMe, etc.; R² = Ph, 4-O₂NC₆H₄, 4-ClC₆H₄, etc.; R³ = Ph, 4-EtC₆H₄, 4-FC₆H₄, etc.] via Cu-catalyzed cascade condensation/addition/oxidation/cyclization of terminal alkynes, aldehydes and tetrahydroisoquinolines. A variety of pyrrolo[2,1-a]isoquinolines I were prepared in 17-69% yield. Modifications through simple chem. transformations provided highly functionalized mols. containing a privileged framework. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6COA of Formula: C6H4S).

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. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.COA of Formula: C6H4S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Searching for highly active cobalt catalysts bearing Schiff base ligands for Markovnikov-selective hydrosilylation of alkynes with tertiary silanes was written by Skrodzki, Maciej;Ortega Garrido, Victor;Csaky, Aurelio G.;Pawluc, Piotr. And the article was included in Journal of Catalysis in 2022.Recommanded Product: 2-Ethynylthiophene This article mentions the following:

The search for simple and easy-to-synthesize ligands for bench stable cobalt (pre)catalysts that would ensure high activity and selectivity in alkyne hydrosilylation reactions is an interesting current challenge. Herein, we report that a cobalt(II) complex bearing pyrimidine-imine-2H-imidazole ligand activated by LiHBEt₃ exhibits not only high catalytic activity, but also unprecedented tolerance towards tertiary silanes in highly regioselective Markovnikov hydrosilylation of aliphatic and aromatic terminal alkynes to give α-vinylsilanes. In addition, a variety of 1-aryl-2-(trimethylsilyl)acetylenes have been hydrosilylated efficiently by diphenylsilane in the presence of [Co(L)Cl₂]/LiHBEt₃ catalytic system to yield (E)-1-aryl-1,2-bis(silyl)ethenes with high selectivity. Such selectivity is very rarely observed for cobalt-catalyzed hydrosilylation of silylacetylenes. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6Recommanded Product: 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. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Recommanded Product: 2-Ethynylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem