Day: January 4, 2023

Approaches to benzo[b]thiophenes by gas-phase pyrolysis of methyl 2-(alkylthio)cinnamates was written by Brown, Andrew;Cadogan, J. I. G.;MacPherson, Andrew D.;McNab, Hamish. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2007.Application of 55219-11-9 This article mentions the following:

Flash vacuum pyrolysis (FVP) of 3-[2-(tert.-butylthio)phenyl]propenoate at 700° (0.01 Torr) unexpectedly gave a mixture of benzo[b]thiophene (15%) Me 2,3-dihydrobenzo[b]thiophene-2-carboxylate (21%), and thiocoumarin (28%). Control experiments show that thiophenoxyls cyclize efficiently to benzo[b]thiophene under similar conditions. It follows that FVP of S-tert.-Bu derivatives of thiophenols, is not an efficient means of generating thiophenoxyl radicals owing to competing hydrogen capture processes. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Application of 55219-11-9).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) 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, sertaconazole, and also BTCP.Application of 55219-11-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Combining Structural Rugosity and Crystal Packing Comparison: A Route to More Polymorphs? was written by Montis, Riccardo;Hursthouse, Michael B.;Kendrick, John;Howe, Jason;Whitby, Richard J.. And the article was included in Crystal Growth & Design in 2022.Reference of 10243-15-9 This article mentions the following:

In this study, we have combined structural comparisons and the rugosity model to investigate exptl. and predicted crystal structures from previous results of a crystal structure prediction study on a group of three rigid, planar small mols., 2-methyl-, 3-methyl-, and 2,3-dimethyl-benzo[b]thiophene 1,1-dioxide. The results of the crystal structure comparisons provided some insights into the possibility that pairs of predictions, close in energy, might be related by potential phase transitions. In particular, we observed that for some pairs of predictions, a transformation from one type of crystal packing to the other would require only small shifts between adjacent mols. This raised the question of whether only a few of these predictions can effectively be exptl. isolated. The calculations of the structural rugosity, a parameter that correlates surface rugosity with ease of crystallization, indicated smooth surfaces only for a few predictions. With the aim to isolate new polymorphs, we performed a small exptl. study, limited to a few common solvents and crystallizations from the melt. Crystallizations from the melt selectively produced single crystals of new polymorphs for the 3-methyl- and the 2,3-methyl-benzothiophene derivatives These showed good correlations with the above calculations, suggesting that the combination of crystal structure anal. and exptl. screening might represent a useful approach in polymorphism screenings. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Reference of 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) 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.Reference of 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Novel sulfoxide-introducing reaction and photochromic reactions of ethenylsulfinyl derivatives of dithienylethenes was written by Kose, Mahmut. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2004.Application of 10243-15-9 This article mentions the following:

New diarylethenes possessing one or two arenesulfinylethenyl moieties were synthesized. The photochromic and chiroptical properties of 1,2-bis-2-{2-methyl-5-[2-(4-toluenesulfinyl)ethenyl]-3-thienyl}-3,3,4,4,5,5-hexafluorocyclopentene were examined While its coloring quantum yield by 313-nm irradiation was as large as 0.46, its bleaching quantum yield by 621-nm irradiation was negligibly small. Diels-Alder reaction of 2-(4-toluenesulfinyl)-1,4-benzoquinone with diarylethenes with the structure of 1-aryl-2-(5-ethenyl-2-methyl-3-thienyl)-3,3,4,4,5,5-hexafluorocyclopentene gave, instead of the expected Diels-Alder cycloadduct or its derivatives, 1-aryl-2-{2-methyl-5-[2-(4-toluenesulfinyl)ethenyl]-3-thienyl}-3,3,4,4,5,5-hexafluorocyclopentene. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Application of 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) 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 found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Application of 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Advances toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT_1A receptor antagonism/SSRI activities. Part 1 was written by Takeuchi, Kumiko;Kohn, Todd J.;Honigschmidt, Nicholas A.;Rocco, Vincent P.;Spinazze, Patrick G.;Koch, Daniel J.;Nelson, David L.;Wainscott, D. Bradley;Ahmad, Laura J.;Shaw, Janice;Threlkeld, Penny G.;Wong, David T.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2003.Application In Synthesis of 6-Methoxybenzo[b]thiophene This article mentions the following:

A series of 1-aryloxy-3-piperidinylpropan-2-ols possessing potent dual 5-HT_1A receptor antagonism and serotonin reuptake inhibition was discovered. 1-(1H-Indol-4-yloxy)-3-(4-benzo[b]thiophen-2-ylpiperidinyl)propan-2-ols exhibited selective and high affinity at the 5-HT_1A receptor and serotonin reuptake inhibition at nanomolar concentrations for dual activities. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Application In Synthesis of 6-Methoxybenzo[b]thiophene).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) 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 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.Application In Synthesis of 6-Methoxybenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Separation and Characterization of Reactive and Non-Reactive Sulfur in Petroleum and Its Fractions was written by Lobodin, Vladislav V.;Robbins, Winston K.;Lu, Jie;Rodgers, Ryan P.. And the article was included in Energy & Fuels in 2015.Name: 2,3-Dibromobenzo[b]thiophene This article mentions the following:

The authors present an efficient, easy-to-use chromatog. method to sep. reactive and nonreactive S compounds in crude oil for subsequent quant. anal. and mol. characterization. S compounds in petroleum samples are separated by ligand exchange chromatog. (LEC) on a Ag-modified strong-cation exchange (SCX) solid-phase extraction (SPE) cartridge. LEC separation takes advantage of the bonding affinity of different S types with Ag-cations. The elution of a particular S type (reactive or nonreactive) depends on the strength of the solvent used. One solvent mixture elutes nonreactive S compounds (thiophenics and diaryl sulfides) into the 1st fraction. A 2nd solvent mixture elutes reactive S-compounds (sulfides and disulfides) into the 2nd fraction. A 3rd reactive S class (thiols) irreversibly reacts with the impregnated Ag-ion to form Ag thiolates that are insoluble in the solvent mixtures employed. The distribution of reactive and nonreactive S in a sample can be determined by measurement of S content in separated fractions. The isolated fractions are also well-suited for mol. characterization by a variety of techniques including gas-chromatog.-based methods (e.g., GC or GC × GC-SCD, GC-MS) and Fourier transform ICR mass spectrometry (FT-ICR MS), both of which are demonstrated herein. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Name: 2,3-Dibromobenzo[b]thiophene).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) 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, and sertaconazole, and also BTCP.Name: 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Direct Carboxylation of Electron-Rich Heteroarenes Promoted by LiO-tBu with CsF and [18]Crown-6 was written by Shigeno, Masanori;Hanasaka, Kazuya;Sasaki, Keita;Nozawa-Kumada, Kanako;Kondo, Yoshinori. And the article was included in Chemistry – A European Journal in 2019.Electric Literature of C10H7BrO2S This article mentions the following:

The combination of LiO-tBu, CsF, and [18]crown-6 efficiently promoting the direct C-H carboxylation of electron-rich heteroarenes (benzothiophene, thiophene, benzofuran, and furan derivatives) I (R = Me, CN, Br, MeO, Cl, F; R¹ = H, CH₃, Br) and II (R² = Br, C₆H₅, C(O)C₆H₅, etc.; R³ = H; R²R³ = CH=CH-CH=CH; X = O, S) has been demonstrated. A variety of functional groups, including Me, methoxy, halo, cyano, amide, and keto moieties, is compatible with this system. The reaction proceeds via the formation of a tert-Bu carbonate species. In the experiment, the researchers used many compounds, for example, Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0Electric Literature of C10H7BrO2S).

Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0) 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.Electric Literature of C10H7BrO2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Regioselective Synthesis of Naphthothiophenes by Pd Catalyzed Cross-Coupling Reactions and Alkyne-Carbonyl Metathesis was written by Sobhani, Maryam;Villinger, Alexander;Ehlers, Peter;Langer, Peter. And the article was included in Journal of Organic Chemistry in 2022.Name: 2,3-Dibromobenzo[b]thiophene This article mentions the following:

Naphthothiophenes I [R¹ = H, 8-MeO; R² = H, 3-Me, 4-MeO, etc.] and II [R³ = H, 2-F, 3-MeO; R⁴ = H, 3-F, 3-Me, etc.] were prepared from com. available 2,3-dibromothiophenes in two steps by one-pot Suzuki/Sonogashira or Sonogashira/Suzuki coupling reactions, followed by intramol. alkyne-carbonyl-metathesis reactions. The final cyclization reaction proceeds in the presence of p-toluenesulfonic acid and provides a rapid access to two series of isomeric naphthothiophenes I and II. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Name: 2,3-Dibromobenzo[b]thiophene).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) 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.Name: 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Ligand Cooperation in the Formal Hydrogenation of N₂O Using a PC_sp2P Iridium Pincer Complex was written by Doyle, Lauren E.;Piers, Warren E.;Borau-Garcia, Javier. And the article was included in Journal of the American Chemical Society in 2015.Computed Properties of C8H4Br2S This article mentions the following:

A new PC_carbeneP pincer ligand with 2,3-benzo[b]thiophene linkers connecting the flanking dialkyl phosphine donors to the central carbene can be attached to Ir(I). The chloro derivative reacts with N₂O with loss of N₂ to form an iridaepoxide species by addition of an oxygen atom to the Ir=C linkage. This compound reacts with H₂ to afford the oxidative addition product, in which the hydride ligands are trans to the Ir-O bond. Heating this dihydride results in slow release of H₂O; kinetic and spectroscopic studies show that conversion of the dihydride to its isomer, in which the hydrides are cis to the Ir-O bond, is required for H₂O elimination to take place. Together, these reactions constitute the stoichiometric conversion of N₂O and H₂ to N₂ and H₂O; further mechanistic studies suggest ways to make the system catalytic. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Computed Properties of C8H4Br2S).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. 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.Computed Properties of C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Application of directed metalation in synthesis. Part 4: Expedient synthesis of substituted benzo[b]thiophene and naphthothiophene was written by Mukherjee, Chandrani;Kamila, Sukanta;De, Asish. And the article was included in Tetrahedron in 2003.Recommanded Product: 90560-10-4 This article mentions the following:

A short, simple and inexpensive synthesis of several diversely substituted benzo[b]thiophenes, e.g. I, and one naphthothiophene II is described. The method involves introduction of methylsulfanyl group ortho- to the amide function of readily available N,N-diethylamides of aryl carboxylic acid by directed metalation. Thioindoxyls, obtained in high yields through side-chain deprotonation and cyclization in one pot, are reduced to benzo[b]thiophene or naphthothiophene. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Recommanded Product: 90560-10-4).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) 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.Recommanded Product: 90560-10-4

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Anodic cyanation of benzo[b]thiophenes was written by Yoshida, Kunihisa;Miyoshi, Kohji. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1992.COA of Formula: C9H5NS This article mentions the following:

The electrooxidation of benzo[b]thiophene and 2-methyl- and 3-methylbenzo[b]thiophene was carried out in methanol containing sodium cyanide at a Pt anode in a divided cell. In all instances, heterocyclic ring-substitution products were obtained, together with minor amounts of addition products. With methylbenzo[b]thiophene, a small amount of side-chain-methoxylation product was also formed as a byproduct. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9COA of Formula: C9H5NS).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) 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. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.COA of Formula: C9H5NS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem