Tag: 213.09

Feng, Bai-cheng et al. published their research in Qingdao Keji Daxue Xuebao, Ziran Kexueban in 2013 | CAS: 5118-13-8

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. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.HPLC of Formula: 5118-13-8

Preparation and characterization of 4-bromobenzo[b]thiophene was written by Feng, Bai-cheng;Li, Wei-ping;Du, Zeng. And the article was included in Qingdao Keji Daxue Xuebao, Ziran Kexueban in 2013.HPLC of Formula: 5118-13-8 This article mentions the following:

4-Bromobenzo[b]thiophene was synthesized using 3-bromothiophenol and 2-bromo-1,1-dimethoxyethane as starting materials by SN2 nucleophilic substitution and intramol. cyclization. The optimum conditions were obtained by examining the effects of solvent, temperature, reaction time and PPA dosage on product yield. The obtained optimum conditions of the first step were DMF as solvent and reaction temperature 35-45°C; and the second step were 100 mL of chlorobenzene as solvent, PPA 20 g and reaction temperature 110°C. The results showed that the reaction conditions were moderate and the yield of product was 64.2% with simple workup. The structure of product was characterized by IR, GC-MS and 1H NMR. In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8HPLC of Formula: 5118-13-8).

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. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.HPLC of Formula: 5118-13-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Faller, Pierre et al. published their research in Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques in 1966 | CAS: 5118-13-8

4-Bromobenzo[b]thiophene (cas: 5118-13-8) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. 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 5118-13-8

Synthesis of sulfur isosteres of cholanthrene was written by Faller, Pierre. And the article was included in Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques in 1966.Reference of 5118-13-8 This article mentions the following:

The synthesis of I and II is described. 4-Bromobenzo[b]thiophene (III), b20 144° [1,1-dioxo derivative m. 147° (EtOH)], was prepared from ο-BrC6H4CHO via the following intermediates: 5-(ο-bromobenzylidene)rhodanine, m. 189° (EtOH); ο-BrC6H4CH:C(SH)CO2H, m. 147°; [ο-BrC6H4CH:C(CO2H)S]2, m. 207° (EtOH); and 4-bromobenzo[b]-2-thienoic acid, m. 272° (EtOH). The Grignard reagent from I condensed with 4-cyanoindan and hydrolyzed gave IV, m. 88-9° (petroleum ether) [2,4-dinitrophenylhydrazone m. 234-5° (EtOH)], which subjected at 400-20° during 5-10 min. to an Elbs cyclodehydration under N yielded 10% II, m. 187-8° (EtOH-C6H6). 7-Br isomer of III yielded similarly V, m. 86.5° (petroleum ether) [2,4-dinitrophenylhydrazone m. 257° (EtOH-C6H6)], which was converted to 40% I, m. 172-3° (EtOH-C6H6); 2,4,7-trinitrofluorenone adduct m. 266° (absolute EtOH); picric acid adduct m. 149-50° (absolute EtOH); maleic anhydride adduct m. 251-2° (C6H6-petroleum ether). In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8Reference of 5118-13-8).

4-Bromobenzo[b]thiophene (cas: 5118-13-8) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. 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 5118-13-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Cai, Xiao et al. published their research in Organic Letters in 2019 | CAS: 5118-13-8

4-Bromobenzo[b]thiophene (cas: 5118-13-8) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.SDS of cas: 5118-13-8

Dispersion-Controlled Regioselective Acid-Catalyzed Intramolecular Hydroindolation of cis-Methindolylstyrenes To Access Tetrahydrobenzo[cd]indoles was written by Cai, Xiao;Tohti, Anargul;Ramirez, Cristian;Harb, Hassan;Fettinger, James C.;Hratchian, Hrant P.;Stokes, Benjamin J.. And the article was included in Organic Letters in 2019.SDS of cas: 5118-13-8 This article mentions the following:

Readily prepared cis-β-(α’,α’-dimethyl)-4′-methindolylstyrenes undergo acid-catalyzed intramol. hydroindolation to afford tetrahydrobenzo[cd]indoles. Our exptl. and computational investigations suggest that dispersive interactions between the indole and styrene preorganize substrates such that 6-membered ring formation is preferred, apparently via concerted protonation and C-C bond formation. When dispersion is attenuated (by a substituent or heteroatom), regioselectivity erodes and competing oligomerization predominates for cis substrates. Similarly, all trans-configured substrates that we evaluated failed to cyclize efficiently. In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8SDS of cas: 5118-13-8).

4-Bromobenzo[b]thiophene (cas: 5118-13-8) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.SDS of cas: 5118-13-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Strieth-Kalthoff, Felix et al. published their research in Chem in 2019 | CAS: 5118-13-8

4-Bromobenzo[b]thiophene (cas: 5118-13-8) 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, and sertaconazole, and also BTCP.Name: 4-Bromobenzo[b]thiophene

Discovery of Unforeseen Energy-Transfer-Based Transformations Using a Combined Screening Approach was written by Strieth-Kalthoff, Felix;Henkel, Christian;Teders, Michael;Kahnt, Axel;Knolle, Wolfgang;Gomez-Suarez, Adrian;Dirian, Konstantin;Alex, Wiebke;Bergander, Klaus;Daniliuc, Constantin G.;Abel, Bernd;Guldi, Dirk M.;Glorius, Frank. And the article was included in Chem in 2019.Name: 4-Bromobenzo[b]thiophene This article mentions the following:

A two-dimensional screening protocol, combining “mechanism-based” and “reaction-based” screening and its application to the field of visible light photocatalysis. To this end, two energy-transfer-based cycloaddition reactions could be realized: a notably endergonic energy transfer process allowed for the dearomative cycloaddition of benzothiophenes and related heterocycles. Moreover, by sensitization of enone moieties, a [2+2]-cycloaddition to alkynes and an unexpected cycloaddition-rearrangement cascade were discovered. Advanced spectroscopic techniques (in particular transient absorption spectroscopy and pulse radiolysis) were utilized to investigate the underlying photophys. processes and gain insight into reaction kinetics. Combining these results with further mechanistic anal. can eventually turn out to be helpful upon knowledge-driven development of improved systems. Such screening approaches can thus provide complementary access toward novel and more efficient catalytic protocols. In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8Name: 4-Bromobenzo[b]thiophene).

4-Bromobenzo[b]thiophene (cas: 5118-13-8) 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, and sertaconazole, and also BTCP.Name: 4-Bromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Wang, Yanwei et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2020 | CAS: 5118-13-8

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

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

 

Wang, Zhigang et al. published their research in Organic Letters in 2018 | CAS: 5118-13-8

4-Bromobenzo[b]thiophene (cas: 5118-13-8) 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.SDS of cas: 5118-13-8

Ir(III)-Catalyzed Oxidative Annulation of Phenylglyoxylic Acids with Benzo[b]thiophenes was written by Wang, Zhigang;Yang, Mufan;Yang, Yudong. And the article was included in Organic Letters in 2018.SDS of cas: 5118-13-8 This article mentions the following:

An Ir(III)-catalyzed oxidative annulation of phenylglyoxylic acids with benzo[b]thiophenes for the construction of benzothieno[3,2-c][2]benzopyranones in one step is disclosed. Three C-H cleavages and C-C/C-O bond formations are involved in this reaction. This protocol features a relatively broad substrate scope, good functional group tolerance, good regioselectivities, mild reaction conditions, and scale-up synthesis. In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8SDS of cas: 5118-13-8).

4-Bromobenzo[b]thiophene (cas: 5118-13-8) 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.SDS of cas: 5118-13-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Chen, Xingyu et al. published their research in Angewandte Chemie, International Edition in 2021 | CAS: 5118-13-8

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 found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Safety of 4-Bromobenzo[b]thiophene

Cascade Oxidative C-H Annulation of Thiophenes: Heck-Type Pathway Enables Concise Access to Thienoacenes was written by Chen, Xingyu;Yang, Yudong;Han, Weiguo;Huang, Quan;Huang, Zhenmei;You, Jingsong. And the article was included in Angewandte Chemie, International Edition in 2021.Safety of 4-Bromobenzo[b]thiophene This article mentions the following:

The pursuit of efficient synthetic route to thienoacenes represents an appealing yet challenging task in the fields of both organic synthetic chem. and organic functional materials. In this work, we disclose a rhodium-catalyzed cascade C-H annulation of phenacyl phosphonium trifluoroacetates with (benzo)thiophenes via a Heck-type pathway to provide a new class of planar thienoacenes such as dithienonaphthopyran I, which involves the formation of three aryl-aryl carbon-carbon bonds and one aryl carbon-oxygen bond in a single operation. The neutral S,O-heteroacenes exhibit superior stabilities and adopt herringbone-like packing modes with efficient π-π stacking in their crystals, suggesting their potential in organic semiconducting materials. This work first exemplifies the superiority of cascade oxidative C-H annulation involving a Heck-type pathway in the development of concise access to heteroacenes. In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8Safety of 4-Bromobenzo[b]thiophene).

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 found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Safety of 4-Bromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Yang, Kevin et al. published their research in Organic Letters in 2018 | CAS: 5118-13-8

4-Bromobenzo[b]thiophene (cas: 5118-13-8) 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 zileuton, raloxifene, and sertaconazole, and also BTCP.COA of Formula: C8H5BrS

Transition-Metal-Free Synthesis of C3-Arylated Benzofurans from Benzothiophenes and Phenols was written by Yang, Kevin;Pulis, Alexander P.;Perry, Gregory J. P.;Procter, David J.. And the article was included in Organic Letters in 2018.COA of Formula: C8H5BrS This article mentions the following:

A transition-metal-free synthesis of benzofurans from benzothiophenes and phenols that exploits the unique reactivity of sulfoxides, is reported. Through a sequence involving an interrupted Pummerer reaction and [3,3] sigmatropic rearrangement, phenols can be combined with readily accessible yet synthetically unexplored benzothiophene S-oxides to provide C3-arylated benzofuran products. The products from this approach can undergo subsequent functionalization to gain access to a range of important benzofuran derivatives In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8COA of Formula: C8H5BrS).

4-Bromobenzo[b]thiophene (cas: 5118-13-8) 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 zileuton, raloxifene, and sertaconazole, and also BTCP.COA of Formula: C8H5BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem