Heterocyclic Building Blocks-Benzothiophene

A new route towards dithienoquinazoline and benzo[f]thieno[3,2-h]quinazoline systems using Pd-catalyzed intramolecular cyclization under microwave irradiation was written by Verbitskiy, Egor V.;Rusinov, Gennady L.;Chupakhin, Oleg N.;Charushin, Valery N.. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2016.Safety of Benzo[b]thiophen-3-ylboronic acid This article mentions the following:

A novel synthetic route to novel thienoacene systems bearing a fused pyrimidine ring was proposed. The com. available 5-bromopyrimidine was used as the starting material to obtain various dithienoquinazoline and benzo[f]thieno[3,2-h]quinazoline systems through the Suzuki cross-coupling, nucleophilic aromatic substitution of hydrogen (the SN^H reaction) and finally palladium-catalyzed intramol. cyclization under microwave irradiation Redox properties of some of the new compounds were investigated. The data obtained show that these systems have plausible potential for use in organic electronic applications. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6Safety of Benzo[b]thiophen-3-ylboronic acid).

Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6) 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 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.Safety of Benzo[b]thiophen-3-ylboronic acid

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

A Cyclometalated Ruthenium-NHC Precatalyst for the Asymmetric Hydrogenation of (Hetero)arenes and Its Activation Pathway was written by Paul, Daniel;Beiring, Bernhard;Plois, Markus;Ortega, Nuria;Kock, Slawomir;Schluens, Danny;Neugebauer, Johannes;Wolf, Robert;Glorius, Frank. And the article was included in Organometallics in 2016.Electric Literature of C9H8S This article mentions the following:

This study describes the structural study of a highly versatile Ru-NHC (N-heterocyclic carbene) catalyst complex, which was established for the asym. hydrogenation of various aromatic compounds A complex containing an unusual doubly deprotonated NHC ligand was isolated and identified as the precatalyst to this complex. By monitoring its subsequent reactivity, two addnl. precatalysts, featuring partially hydrogenated naphthyl substituents were characterized spectroscopically. Ligand hydrogenation appears to be a key activation process en route to the active catalyst. In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Electric Literature of C9H8S).

2-Methylbenzo[b]thiophene (cas: 1195-14-8) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Electric Literature of C9H8S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Sterically crowding the bridge of dithienylcyclopentenes for enhanced photoswitching performance was written by Goestl, Robert;Kobin, Bjoern;Grubert, Lutz;Paetzel, Michael;Hecht, Stefan. And the article was included in Chemistry – A European Journal in 2012.Name: 2-Methylbenzo[b]thiophene This article mentions the following:

Diarylethenes (DAEs) are photochromic mols. with outstanding physicochem. properties. They are ideal for incorporation into materials for optoelectronics because of their superior switching properties. DAEs undergo a reversible 6p electrocyclic reaction upon irradiation with light. The efficiency of the photocyclization reaction is governed by its quantum yield, which is dependent on the equilibrium between the parallel (p) and the antiparallel (ap) conformation. Steric repulsion, which is largely independent of the environment, can also be used to influence the equilibrium between p and ap conformation. Herein, we report a synthetically straightforward method for introducing bulky substituents into the bridge moiety of dithienylcyclopentenes, thus leading to derivatives exhibiting higher photocyclization quantum yield. In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Name: 2-Methylbenzo[b]thiophene).

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 is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Name: 2-Methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Rapid Syntheses of Oligo(2,5-thiopheneethynylene)s with Thioester Termini: Potential Molecular Scale Wires with Alligator Clips was written by Pearson, Darren L.;Tour, James M.. And the article was included in Journal of Organic Chemistry in 1997.Computed Properties of C6H8S This article mentions the following:

The syntheses of soluble oligo(3-ethyl-2,5-thiopheneethynylene)s via an iterative divergent/convergent approach starting from 3-ethyl-2-[(trimethylsilyl)ethynyl]thiophene are described. The monomer, dimer, tetramer, octamer, and 16-mer were synthesized. The 16-mer is 100 Å long in its minimized extended zigzag conformation. At each stage in the iteration, the length of the framework doubles. Only three sets of reaction conditions are needed for the entire iterative synthetic sequence: an iodination, a protodesilylation, and a Pd/Cu-catalyzed cross-coupling. The oligomers were characterized spectroscopically and by mass spectrometry. The optical properties show that at the octamer stage, the optical absorbance maximum is nearly saturated The size exclusion chromatog. values for the number average weights, relative to polystyrene, illustrate the tremendous differences in the hydrodynamic volume of these rigid rod oligomers vs. the random coils of polystyrene. These differences become quite apparent at the octamer stage. Attachment of thiol end groups, protected as the thioacetyl moieties, was achieved. These serve as binding sites for adhesion to gold surfaces. In some cases, one end of the oligomeric chains was capped with a thiol group so that the surface attachments to gold could be studied. In other cases, thiol groups were affixed to both ends of the mol. chains so that future conduction studies could be done between proximal metallic probes. The rigid rod conjugated oligomers may act as mol. wires in mol. scale electronic devices, and they also serve as useful models for understanding analogous bulk polymers. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Computed Properties 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 is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Computed Properties of C6H8S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Effect of high-pressure/temperature (HP/T) treatments of in-package food on additive migration from conventional and bio-sourced materials was written by Mauricio-Iglesias, M.;Jansana, S.;Peyron, S.;Gontard, N.;Guillard, V.. And the article was included in Food Additives & Contaminants, Part A in 2009.Computed Properties of C26H26N2O2S This article mentions the following:

Migration was assessed during and after two high-pressure/temperature (HP/T) treatments intended for a pasteurization (800 MPa for 5 min, from 20 to 40°C) and a sterilization treatment (800 MPa for 5 min, from 90 to 115°C) and were compared with conventional pasteurization and sterilization, resp. The specific migration of actual packaging additives used as antioxidants and UV light absorbers (Irganox 1076, Uvitex OB) was investigated in a number of food-packaging systems combining one synthetic common packaging (LLDPE) and a bio-sourced one (PLA) in contact with the four food-simulating liquids defined by European Commission regulations. After standard HP/T processing, migration kinetics was followed during the service life of the packaging material using Fourier transform IR spectrometer (FTIR) spectroscopy. LLDPE withstood the high-pressure sterilization, whereas it melted during the conventional sterilization. No difference was observed on migration from LLDPE for both treatments. In the case of PLA, migration of Uvitex OB was very low or not detectable for all the cases studied. In the experiment, the researchers used many compounds, for example, 2,5-Bis(5-(tert-butyl)benzo[d]oxazol-2-yl)thiophene (cas: 7128-64-5Computed Properties of C26H26N2O2S).

2,5-Bis(5-(tert-butyl)benzo[d]oxazol-2-yl)thiophene (cas: 7128-64-5) 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. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Computed Properties of C26H26N2O2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Metallaphotoredox-Enabled Intermolecular Carbobromination of Alkynes with Alkenyl Bromides was written by Yu, Wei;Jiao, Xiaorui;Fan, Yanmin;Zhu, Shengqing;Chu, Lingling. And the article was included in Advanced Synthesis & Catalysis in 2022.Quality Control of 3-Ethynylthiophene This article mentions the following:

A regioselective intermol. carbohalogenation of alkynes with alkenyl bromides enabled by dual photoredox and nickel catalysis was described. This dual protocol enabled an atom-economic access to a wide array of brominated 1,3-dienes from simple starting materials. Broad substrate scope and high regioselectivity were observed The synthetic utility was demonstrated and preliminary mechanistic studies were performed to elucidate the reaction pathway. In the experiment, the researchers used many compounds, for example, 3-Ethynylthiophene (cas: 67237-53-0Quality Control of 3-Ethynylthiophene).

3-Ethynylthiophene (cas: 67237-53-0) 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. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Quality Control of 3-Ethynylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Asymmetric benzylic C(sp³)-H acylation via dual nickel and photoredox catalysis was written by Huan, Leitao;Shu, Xiaomin;Zu, Weisai;Zhong, De;Huo, Haohua. And the article was included in Nature Communications in 2021.HPLC of Formula: 1795-01-3 This article mentions the following:

An asym. benzylic C-H acylation of alkylarenes employing carboxylic acids as acyl surrogates for synthesis of α-aryl ketones I [R¹ = Me, 2-thienyl, 2-naphthyl, etc.; R² = Me, Et, CH₂CH₂OAc, etc.; Ar = 3-thienyl, 4-FC₆H₄, 1,1′-biphenyl, etc.] via nickel and photoredox dual catalysis was reported. This mild yet straightforward protocol transformed a diverse array of feedstock carboxylic acids and simple alkyl benzenes into highly valuable α-aryl ketones with high enantioselectivities. The utility of this method was showcased in gram-scale synthesis and late-stage modification of medicinally relevant mols. Mechanistic studies suggested a photocatalytically generated bromine radical could perform benzylic C-H cleavage to activate alkylarenes as nucleophilic coupling partners which could then engage in a nickel-catalyzed asym. acyl cross-coupling reaction. This bromine-radical-mediated C-H activation strategy could be also applied to enantioselective coupling of alkylarenes with chloroformate for synthesis of chiral α-aryl esters, e.g., II. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3HPLC of Formula: 1795-01-3).

3-Ethylthiophene (cas: 1795-01-3) 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. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.HPLC of Formula: 1795-01-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and biological evaluation of some novel pyrazoline derivatives was written by Satyanarayana, D.;Revanasiddappa, B. C.;Neema, K. V.. And the article was included in Indian Journal of Heterocyclic Chemistry in 2013.COA of Formula: C13H10OS This article mentions the following:

Chalcones were prepared by reacting 2-acetylthiophene and aromatic aldehydes in presence of NaOH in alc. medium. The resultant chalcones underwent selective cyclization with Ph hydrazine to yield the title compounds pyrazoline derivatives The structures of the synthesized compounds were confirmed by IR, ¹H NMR, Mass spectra and elemental anal. These compounds were screened for their antimicrobial and antifungal activity. Some of the final synthesized compounds have exhibited promising antibacterial activity against Gram neg. bacteria and promising antifungal activity against A. flavus. In the experiment, the researchers used many compounds, for example, 3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one (cas: 3988-77-0COA of Formula: C13H10OS).

3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one (cas: 3988-77-0) 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 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.COA of Formula: C13H10OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Boryl-Dictated Site-Selective Intermolecular Allylic and Propargylic C-H Amination was written by Liu, Yuan;Chen, Zhi-Hao;Li, Yin;Qian, Jiasheng;Li, Qingjiang;Wang, Honggen. And the article was included in Journal of the American Chemical Society in 2022.COA of Formula: C6H4S This article mentions the following:

For internal alkenes possessing two or more sets of electronically and sterically similar allylic protons, the site-selectivity for allylic C-H functionalization is fundamentally challenging. Previously, the neg. inductive effect from an electroneg. atom is effective for several inspiring regioselective C-H functionalization reactions. Yet, the use of an electropos. atom for a similar purpose remains to be developed. α-Aminoboronic acids and their derivatives found widespread applications. Their current syntheses rely heavily on functional group manipulations. Herein the authors report a boryl-directed intermol. C-H amination of allyl N-methyliminodiacetyl boronates (B(MIDA)s) and propargylic B(MIDA)s to give α-amino boronates with an exceptionally high level of site-selectivities (up to 300:1). A wide variety of highly functionalized secondary and tertiary α-amino boronates are formed in generally good to excellent yields, thanks to the mildness of the reaction conditions. The unsaturated double and triple bonds within the product leave room for further decorations. Mechanistic studies reveal that the key stabilization effect of the B(MIDA) moiety on its adjacent developing pos. charge is responsible for the high site-selectivity and that a closed transition state might be involved, as the reaction is fully stereoretentive. An activation effect of B(MIDA) is also found. In the experiment, the researchers used many compounds, for example, 3-Ethynylthiophene (cas: 67237-53-0COA of Formula: C6H4S).

3-Ethynylthiophene (cas: 67237-53-0) 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. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.COA of Formula: C6H4S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Efficient Synthesis of Dipyrrolobenzenes and Dipyrrolopyrazines via Bidirectional Gold Catalysis: a Combined Synthetic and Photophysical Study was written by Heckershoff, Robin;Schnitzer, Tobias;Diederich, Tim;Eberle, Lukas;Kraemer, Petra;Rominger, Frank;Rudolph, Matthias;Hashmi, A. Stephen K.. And the article was included in Journal of the American Chemical Society in 2022.Product Details of 67237-53-0 This article mentions the following:

A straightforward synthesis to access meta/para-dipyrrolobenzenes I [R = R¹ = Ph, 2-naphthyl, 4-MeOC₆H₄, etc.; R³ = R⁴ = H, n-octyl], II [R⁵ = R⁶ = H, Ph, 2-H₂NC₆H₄, 2-BrC₆H₄] and para-dipyrrolopyrazines III [R⁷ = R⁸ = TIPS, Ph] in high yields using a bidirectional gold-catalyzed cyclization strategy. The versatility of reaction protocol was showcased by preparing dipyrroloarenes with different substituents, various functional groups, and in a multitude of substitution patterns. Furthermore, the dipyrroloarenes could be post-modified by N-alkylation to improve the solubility or bromination to yield precursors for further derivatization via cross-coupling. Investigation of the photophys. properties of the-mostly unprecedented-dipyrroloarenes I, II, III and dialkyne precursors were identified strong blue emitters such as the di-Ph meta-dipyrrolobenzene with a quantum yield of 98%. Moreover, changes in the solvent polarity or interactions with Lewis acids such as borane could be used to fine-tune the photophys. properties of the fluorophores. In the experiment, the researchers used many compounds, for example, 3-Ethynylthiophene (cas: 67237-53-0Product Details of 67237-53-0).

3-Ethynylthiophene (cas: 67237-53-0) 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 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.Product Details of 67237-53-0

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem