Category: benzothiophene

Photon-Quantitative 6π-Electrocyclization of a Diarylbenzo[b]thiophene in Polar Medium was written by Li, Ruiji;Nakashima, Takuya;Galangau, Olivier;Iijima, Shunsuke;Kanazawa, Rui;Kawai, Tsuyoshi. And the article was included in Chemistry – An Asian Journal in 2015.Computed Properties of C8H4Br2S This article mentions the following:

The high reactivity of 6π-electrocyclization in polar solvents has remained one of the important challenges for diarylethenes because of the emergence of a twisted intramol. charge transfer (TICT) state at the excited state in such polar media, which usually quenches the photocyclization reaction. Herein the authors report on the preparation and highly efficient photocyclization of 2,3-diarylbenzo[b]thiophenes with nonsym. side-aryl units in a polar solvent. While the dithiazolylbenzo[b]thiophene showed a suppressed quantum yield of 6π-electrocyclization of 54% in methanol, the replacement of a thiazole unit with a thiophene ring led to a photon-quant. 6π-cyclization reaction. The nonsym. modification into the side-aryl units was considered to enhance the CH/π interactions between side-aryl units to support a photoreactive conformation in methanol. The stabilization of the photochromic reactive conformation is expected to suppress the formation of the TICT state at the excited state, leading to highly efficient photoreactivity. 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 is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.Computed Properties of C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

9-Stannafluorenes: 1,4-Dimetal equivalents for aromatic annulation by double cross-coupling was written by Nagao, Ikuhiro;Shimizu, Masaki;Hiyama, Tamejiro. And the article was included in Angewandte Chemie, International Edition in 2009.Recommanded Product: 6287-82-7 This article mentions the following:

A straightforward and high-yielding approach to a variety of polycyclic aromatic hydrocarbons has been achieved through palladium-catalyzed annulation of 9,9-dimethyl-9-stannafluorenes and dithienostannole with 1,2-dihaloarenes. In addition, 1,1-dibromo-1-alkenes can also be applied to this annulation to produce dibenzofulvenes in excellent yields. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Recommanded Product: 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Recommanded Product: 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Aromatic and Antiaromatic Pathways in Triphyrin(2.1.1) Annelated with Benzo[b]heterocycles was written by Bartkowski, Krzysztof;Dimitrova, Maria;Chmielewski, Piotr J.;Sundholm, Dage;Pawlicki, Milosz. And the article was included in Chemistry – A European Journal in 2019.Formula: C8H4Br2S This article mentions the following:

Understanding of the aromatic properties and magnetically induced current densities of highly conjugated chromophores is important when designing mols. with strongly delocalized electronic structure. Linear extension of the triphyrin(2.1.1) skeleton with an annelated benzo[b]heterocycle fragment modifies the aromatic character by extending the electron delocalization pathway. Two-electron reduction leads to an antiarom. triphyrin(2.1.1) ring and an aromatic benzo[b]heterocycle subunit. Current-d. calculations provide detailed information about the observed pathways and their strengths. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Formula: C8H4Br2S).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) 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.Formula: C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Switching reaction pathways of (benzo[b]thiophen-3-yl)lithium and (benzo[b]furan-3-yl)lithium based on high-resolution residence-time and temperature control in a flow microreactor was written by Asai, Tatsuro;Takata, Atsushi;Ushiogi, Yousuke;Iinuma, Yoshiharu;Nagaki, Aiichiro;Yoshida, Jun-ichi. And the article was included in Chemistry Letters in 2011.Formula: C9H7BrS This article mentions the following:

The synthesis of the target compounds was achieved by reaction-pathway control of (benzo[b]thiophen-3-yl)lithium and (benzo[b]furan-3-yl)lithium in a flow microreactor system. It was possible to switch between a reaction with an electrophile before ring-opening and after ring-opening at will by choosing an appropriate residence-time and temperature In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Formula: C9H7BrS).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) 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.Formula: C9H7BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

NaBH₄-TMEDA and a palladium catalyst as efficient regio- and chemoselective system for the hydrodehalogenation of halogenated heterocycles was written by Chelucci, Giorgio;Figus, Susanna. And the article was included in Journal of Molecular Catalysis A: Chemical in 2014.Name: 2,3-Dibromobenzo[b]thiophene This article mentions the following:

The pair NaBH₄-TMEDA as hydride source and a palladium catalyst in THF prove to be an efficient system for the hydrodehalogenation of halogenated heterocycles with one or more heteroatoms. In general, Pd(OAc)₂-PPh₃ rapidly hydrodehalogenates reactive halo-heterocycles such as bromo-pyridines, -quinolines, -thiophenes, -indoles, -imidazoles, etc., at room temperature in very good yields, whereas in most cases PdCl₂(dppf) reduces less reactive halides such as chloro-pyridines, -quinolines, -pyrimidines and bromo-indoles, -benzofurans, etc. Moreover, PdCl₂(tbpf) shows to be even more active removing the 2- and 5-chlorine from both thiophene and thiazole rings. The reaction conditions tolerate various functional groups, allowing highly chemoselective reactions in the presence of halide, ester, alkyne, alkene and nitrile substituents. Moreover, with a proper selection of the catalyst it is also possible to obtain a good control in the regioselective hydrodehalogenation of a variety of polyhalogenated substrates. 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. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Name: 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Copper-Catalyzed Oxidative C-C Bond Cleavage of Alkyl-(Hetero)arenes Enabling Direct Access to Nitriles was written by Xue, Gaijun;Xie, Fukai;Liang, Hongliang;Chen, Guoliang;Dai, Wen. And the article was included in Organic Letters in 2022.HPLC of Formula: 55219-11-9 This article mentions the following:

The cleavage and functionalization of C-C bonds has emerged as a powerful tool for discovery of new transformations. Herein, authors report a protocol that enables direct synthesis of nitriles via copper-catalyzed oxidative cleavage and cyanation of C-C bonds in a wide variety of multicarbon alkyl-substituted (hetero)arenes. Detailed mechanistic studies reveal that a tandem oxidative process is involved in this transformation. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9HPLC of Formula: 55219-11-9).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) 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.HPLC of Formula: 55219-11-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and properties of a novel unsymmetrical diarylethene with a benzothiophene and a thiazole group was written by Jia, Hongjing;Pu, Shouzhi;Fan, Congbin. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2013.COA of Formula: C9H7BrS This article mentions the following:

A new unsym. photochromic diarylethene , which is named 1-(2-methyl-benzothiophene)-2-(2,4-dimethyl-5-thiazoly)perfluorocyclopentene, was synthesized. In the meantime, its photochromic, kinetics and fluorescence properties were investigated in detail. The result indicated that this diarylethene had good thermal stability and exhibited reversible photochromism, changing the color from colorless to orange in hexane solution upon appropriate irradiation with 297 nm UV light, resp. The kinetic experiments illustrated that the cyclization/cycloreversion process of this compound was determined to be the zeroth/first reaction. The fluorescence intensity of diarylethene decreased dramatically along with the photochromism from open-ring isomer to closed-ring isomer upon irradiation with UV light in hexane solution In addition, the results demonstrated that the unsym. diarylethene compound, which we have synthesized, had attractive properties for potential application in optical storage. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9COA of Formula: C9H7BrS).

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. It is also used in the manufacturing of dyes such as thioindigo.COA of Formula: C9H7BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

5,6,7,12-Tetrahydrodibenz[c,f][1,5]azabismocines: Highly reactive and recoverable organobismuth reagents for cross-coupling reactions with aryl bromides was written by Shimada, Shigeru;Yamazaki, Osamu;Tanaka, Toshifumi;Rao, Maddali L. N.;Suzuki, Yohichi;Tanaka, Masato. And the article was included in Angewandte Chemie, International Edition in 2003.Reference of 10243-15-9 This article mentions the following:

5,6,7,12-Tetrahydrodibenz[c,f][1,5]azabismocines couple with electron-deficient, electron neutral, and electron-rich aryl bromides in the absence of addnl. activator by using Pd(PPh₃)₄ as catalyst. Also, one-pot multicoupling reactions were possible by using a combination of 5,6,7,12-tetrahydrodibenz[c,f][1,5]azabismocines, bromophenylboronic esters, and aryl bromides. 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 finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Reference of 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

A one-pot synthesis of hindered 2,3-diarylbenzo[b]thiophenes via Suzuki reaction was written by Heynderickx, Arnault;Samat, Andre;Guglielmetti, Robert. And the article was included in Synthesis in 2002.Computed Properties of C8H4Br2S This article mentions the following:

Palladium-catalyzed cross-coupling of 2,3-dibromobenzo[b]thiophene with phenylboronic acids bearing two ortho substituents have been developed and used for the synthesis of sterically hindered 2,3-diarylbenzo[b]thiophenes, e.g., I. The coupling was found to proceed regioselectively with weak bases, e.g., Na₂CO₃, to provide arylbenzo[b]thiophenes. 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 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.Computed Properties of C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem