Category: benzothiophene

《Oxidative Kinetic Resolution of Acyclic Amines Based on Equilibrium Control》 was published in Organic Letters in 2020. These research results belong to Saito, Kodai; Miyashita, Hiromitsu; Ito, Yui; Yamanaka, Masahiro; Akiyama, Takahiko. Reference of 1-Thiophen-2-yl-ethanone The article mentions the following:

An oxidative kinetic resolution of racemic acyclic amines was developed using an imine derivative as the resolving reagent and chiral phosphoric acid as the catalyst to give enantiomers in good yields with high to excellent enantioselectivities. The key to success of the title reaction was the equilibrium control by adjusting the ratio of the resolving reagent and unique enantiodivergence was observed depending on the equilibrium displacement. In the experiment, the researchers used many compounds, for example, 1-Thiophen-2-yl-ethanone(cas: 88-15-3Reference of 1-Thiophen-2-yl-ethanone)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Reference of 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The author of 《Acid-Catalyzed Condensation of o-Phenylenediamines and o-Aminophenols with α-Oxodithioesters: A Divergent and Regioselective Synthesis of 2-Methylthio-3-aryl/Heteroarylquinoxalines and 2-Acylbenzoxazoles》 were Kiran, Kuppalli R.; Swaroop, Toreshettahally R.; Sukrutha, Kodipura P.; Shruthi, Jeegundipattana B.; Anil, Seegehally M.; Rangappa, Kanchugarakoppal S.; Sadashiva, Maralinganadoddi P.. And the article was published in Synthesis in 2019. Formula: C6H6OS The author mentioned the following in the article:

O-Phenylenediamines and o-aminophenols were reacted with α-oxodithioesters in a highly regioselective fashion to give 2-methylthio-3-aryl/heteroarylquinoxalines I (R = C6H5, 2-thienyl, 4-FC6H4, etc.; R1 = H, 6-Br, 6-CF3, 6-NO2) and 2-acylbenzoxazoles II (R = C6H5, 4-OMeC6H4, 4-ClC6H4, etc.; R1 = H, 5-Me, 5-NO2) in 55-94% and 45-86%, resp., in the presence of p-toluenesulfonic acid catalyst. Control experiments involving reaction of aniline with a α-oxodithioester indicated that the thiocarbonyl group is more reactive than the carbonyl group. Based on this, probable mechanisms for the formation of quinoxalines and benzoxazoles are given. Biol. targets of the quinoxalines and benzoxazoles were identified by bioinformatics. It was found that quinoxalines have good binding affinity with human dual-specificity tyrosine-phosphorylation-regulated kinase 1A and benzoxazoles with human carboxylesterase. After reading the article, we found that the author used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Formula: C6H6OS)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Reflecting their high stabilities, thiophenes arise from many reactions involving sulfur sources and hydrocarbons, especially unsaturated ones. Thiophenes are classically prepared by the reaction of 1,4-diketones, diesters, or dicarboxylates with sulfidizing reagents such as P4S10 such as in the Paal-Knorr thiophene synthesis. Formula: C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2022,Virgili, Tersilla; Ganzer, Lucia; Botta, Chiara; Squeo, Benedetta Maria; Pasini, Mariacecilia published an article in Molecules. The title of the article was 《Asymmetric AZA-BODIPY with Optical Gain in the Near-Infrared Region》.Synthetic Route of C6H6OS The author mentioned the following in the article:

In recent years, there has been a lot of interest in the development of organic compounds emitting in the near-IR (NIR) region due to their stimulating applications, such as biosensing and light detection and ranging (LiDAR). Moreover, a lot of effort has been devoted to finding organic emitters with optical gain in the NIR region for lasing applications. In this paper, we present the ultrafast spectroscopy of an asym. AZA-BODIPY mol. that shows relevant photophys. changes moving from a diluted solution to a concentrated solution and to a spin-coated film. The diluted solution and the spin-coated film show a bleaching band and a stimulated emission band in the visible region, while the very concentrated solution displays a broad (150 nm) and long-living (more than 400 ps) optical gain band in the NIR region, centered at 900 nm. Our results pave the way for a new organic laser system in a near-IR spectral region. The results came from multiple reactions, including the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Synthetic Route of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Synthesis of an Air-Stable Pd(0) Catalyst Bearing Donor and Acceptor Phosphine Ligands》 was published in Organometallics in 2020. These research results belong to Sato, Ryota; Kanbara, Takaki; Kuwabara, Junpei. Synthetic Route of C6H6OS The article mentions the following:

The authors synthesized a new Pd(0) complex bearing π-acceptor ligands and a σ-donor ligand and confirmed that it exhibits high air stability and catalytic activity in direct arylation reactions. Also, stoichiometric reactions of the complex revealed that the σ-donor ligand does not dissociate from the Pd center.1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS) was used in this study.

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Synthetic Route of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Efficient and Environmentally Friendly Adsorbent Based on β-Ketoenol-Pyrazole-Thiophene for Heavy-Metal Ion Removal from Aquatic Medium: A Combined Experimental and Theoretical Study》 was published in ACS Omega in 2020. These research results belong to Tighadouini, Said; Radi, Smaail; El Massaoudi, Mohamed; Lakbaibi, Zouhair; Ferbinteanu, Marilena; Garcia, Yann. Name: 1-Thiophen-2-yl-ethanone The article mentions the following:

A new sustainable and environmentally friendly adsorbent based on a β-ketoenol-pyrazole-thiophene receptor grafted onto a silica surface was developed and applied to the removal of heavy-metal ions (Pb(II), Cu(II), Zn(II), and Cd(II)) from aquatic medium. The new material SiNPz-Th was well characterized and confirms the success of covalent binding of the receptor on the silica surface. The effect of environmental parameters on adsorption including pH, contact time, temperature, and the initial concentration were investigated. The maximum adsorption capacities of SiNPz-Th for Pb(II), Cu(II), Zn(II), and Cd(II) ions were 102.20, 76.42, 68.95, and 32.68 mg/g, resp., at 30 min and pH = 6. The adsorption isotherms, kinetics, and thermodn. process were investigated and showed efficiency and selectivity toward Pb(II) and good regeneration performance. D. functional theory, noncovalent-interaction, and quantum theory of atoms in mols. calculations were used to study and to gain a deeper understanding of both the adsorption mechanism and selectivity of metal ions onto the adsorbent. Accordingly, metal ions such as Pb(II), Cu(II), and Zn(II) were bidentate coordinated with the adsorbent by nitrogen and oxygen atoms of the Schiff base C=N and hydroxyl group -OH, resp., to form stable complexes. Whereas Cd(II) was coordinated in a monodentate fashion with oxygen atom of the hydroxyl group. Furthermore, the affinity of SiNPz-Th toward the metal ions was decreased in the order of Pb(II) > Cu(II) > Zn(II) > Cd(II), in good agreement with the exptl. results. All these results highlight that SiNPz-Th has good potential to be an advanced adsorbent for the removal of lead ions from real water. The experimental process involved the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Name: 1-Thiophen-2-yl-ethanone)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Name: 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Moss, Thomas A. published an article in Synlett. The title of the article was 《Expedient Synthesis of Highly Functionalised Cyclic Imines》.Electric Literature of C7H8O2S The author mentioned the following in the article:

Aryl- and heteroaryl fused cyclic imines were obtained from the starting acetal via a directed metalation-alkylation-condensation sequence using cyclic sulfamidates as the electrophile. A variety of aromatics and heteroaromatics are applicable to this methodol., which produces highly versatile cyclic imine building blocks for drug discovery and total synthesis programs. In the part of experimental materials, we found many familiar compounds, such as 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Electric Literature of C7H8O2S)

2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3) is one of dioxolane. 1,3-Dioxolane derivatives are recognized as important motifs for the construction of numerous pharmacologically active molecules as antiviral, antifungal, anti-HIV, and adrenoreceptor antagonists.Electric Literature of C7H8O2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

SDS of cas: 88-15-3In 2021 ,《Iron catalyzed metal-ligand cooperative approaches towards sustainable synthesis of quinolines and quinazolin-4(3H)-ones》 appeared in Tetrahedron. The author of the article were Mondal, Rakesh; Chakraborty, Gargi; Guin, Amit Kumar; Pal, Subhasree; Paul, Nanda D.. The article conveys some information:

Herein authors report simple, efficient, and economically affordable metal-ligand cooperative strategies for synthesizing quinolines and quinazolin-4(3H)-ones via dehydrogenative functionalization of alcs. Various polysubstituted quinolines and quinazolin-4(3H)-ones were prepared in good yields via dehydrogenative coupling of readily available alcs. with ketones and 2-aminobenzamides, resp. under air using a well-defined Fe(II)-catalyst, ([FeL1Cl2]) bearing a redox-active azo-aromatic pincer 2-((4-chlorophenyl), (diazenyl)-1,10-phenanthroline) (L1). Control experiments and mechanistic investigation disclose that the one-electron reduced mono-anionic species [1]- bearing an iron-stabilized azo-anion radical ligand catalyzes these reactions. Both iron and the redox-active arylazo ligand participate synergistically during the different steps of these catalytic reactions. In the experimental materials used by the author, we found 1-Thiophen-2-yl-ethanone(cas: 88-15-3SDS of cas: 88-15-3)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Reflecting their high stabilities, thiophenes arise from many reactions involving sulfur sources and hydrocarbons, especially unsaturated ones. Thiophenes are classically prepared by the reaction of 1,4-diketones, diesters, or dicarboxylates with sulfidizing reagents such as P4S10 such as in the Paal-Knorr thiophene synthesis. SDS of cas: 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Three Coordinated Organoaluminum Cation for Rapid and Selective Cyanosilylation of Carbonyls under Solvent-Free Conditions》 was written by Rawat, Sandeep; Bhandari, Mamta; Prashanth, Billa; Singh, Sanjay. Related Products of 88-15-3 And the article was included in ChemCatChem in 2020. The article conveys some information:

The well-defined three coordinated electronically unsaturated cationic organoaluminum complex [({(2,6-iPr2C6H3N)P(Ph2)}2N)AlMe]+ [MeB(C6F5)3]- (1), was used to catalyze the cyanosilylation of aldehydes and ketones under mild and solvent-free conditions. Also, catalyst 1 showed high chemoselective cyanosilylation of aldehydes over ketones, nitriles and olefins. The multinuclear NMR studies revealed that cyanosilylation proceeds via Lewis adduct formation between 1 and TMSCN thereby activating TMSCN (Si-CN bond) followed by nucleophilic attack of the carbonyl O at the Si center of the activated silane and formation of the product. In the part of experimental materials, we found many familiar compounds, such as 1-Thiophen-2-yl-ethanone(cas: 88-15-3Related Products of 88-15-3)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Reflecting their high stabilities, thiophenes arise from many reactions involving sulfur sources and hydrocarbons, especially unsaturated ones. Thiophenes are classically prepared by the reaction of 1,4-diketones, diesters, or dicarboxylates with sulfidizing reagents such as P4S10 such as in the Paal-Knorr thiophene synthesis. Related Products of 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Yang, Youhua; Hoernfeldt, Anna Britta; Gronowitz, Salo published an article on February 28 ,1989. The article was titled 《A shorter synthesis of dithienopyridines through palladium(0)-catalyzed coupling of 2-(2-trimethylstannyl-3-thienyl)-1,3-dioxolane with tert-butyl N-(o-halothienyl)carbamates》, and you may find the article in Synthesis.Synthetic Route of C7H8O2S The information in the text is summarized as follows:

The title 2-stannyl-3-thiophenecarboxaldehyde derivative was treated with tert-Bu N-(2-bromo-3-thienyl)carbamate and (Ph3P)4Pd to give dithienopyridine I. Similarly prepared were isomers II and III. In addition to this study using 2-(Thiophen-3-yl)-1,3-dioxolane, there are many other studies that have used 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Synthetic Route of C7H8O2S) was used in this study.

2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3) is one of dioxolane. 1,3-Dioxolane derivatives are recognized as important motifs for the construction of numerous pharmacologically active molecules as antiviral, antifungal, anti-HIV, and adrenoreceptor antagonists.Synthetic Route of C7H8O2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Motokura, Ken; Ozawa, Nao; Sato, Risako; Manaka, Yuichi; Chun, Wang-Jae published an article in 2021. The article was titled 《Porous FeO(OH) Dispersed on Mg-Al Hydrotalcite Surface for One-Pot Synthesis of Quinoline Derivatives》, and you may find the article in ChemCatChem.Synthetic Route of C6H6OS The information in the text is summarized as follows:

The use of ubiquitous elements such as iron instead of expensive precious metals as catalysts is one goal toward realizing environmentally benign synthetic chem. Here, we report that porous FeO(OH) dispersed on Mg-Al hydrotalcite acts as a bifunctional heterogeneous catalyst in the one-pot synthesis of 2-substituted quinoline derivatives through dehydrogenative oxidation-cyclization reactions. The catalyst was prepared by a simple grafting method using FeCl3 and Mg-Al hydrotalcite. The prepared porous FeO(OH) possesses a higher surface area than those previously reported for α-FeO(OH) particles. The one-pot quinoline synthesis proceeded effectively under non-noble-metal catalysis in air without requiring addnl. homogeneous bases or solvents. The results came from multiple reactions, including the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Synthetic Route of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem