Category: benzothiophene

《The synthesis of fluorescent benzofuro[2,3-c]pyridines via palladium-catalyzed heteroaromatic C-H addition and sequential tandem cyclization》 was published in Organic Chemistry Frontiers in 2020. These research results belong to Xiong, Wenzhang; Chen, Zhongyan; Shao, Yinlin; Li, Renhao; Hu, Kun; Chen, Jiuxi. Application In Synthesis of 1-Thiophen-2-yl-ethanone The article mentions the following:

A Pd-catalyzed tandem reaction of 2-(cyanomethoxy)chalcones with thiophenes/2-methylfuran/1-methylpyrrole/1,2-dimethylindole through direct C-H addition and sequential intramol. conjugate addition/cyclization/aromatization provided a diverse range of 3-aryl-benzofuro[2,3-c]pyridines I [R = H, 6-Me, 6-MeO, 6-F, 6-Cl, 6-Br; R1 = 2-thienyl, 5-methyl-2-furyl, 1-methylpyrrol-2-yl, 1,2-dimethylindol-3-yl; Ar = Ph, 2-thienyl, 2-MeC6H4, etc.]. A representative product was assessed as a ratiometric fluorescent probe for Hg2+. In addition to this study using 1-Thiophen-2-yl-ethanone, there are many other studies that have used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Application In Synthesis of 1-Thiophen-2-yl-ethanone) 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. Application In Synthesis of 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Wang, Zheng; Lin, Qing; Ma, Ning; Liu, Song; Han, Mingyang; Yan, Xiuli; Liu, Qingbin; Solan, Gregory A.; Sun, Wen-Hua published their research in Catalysis Science & Technology in 2021. The article was titled 《Direct synthesis of ring-fused quinolines and pyridines catalyzed by NNHY-ligated manganese complexes (Y = NR2 or SR)》.HPLC of Formula: 88-15-3 The article contains the following contents:

Four cationic manganese(I) complexes, [(fac-NNHN)Mn(CO)3]Br (Mn-1-Mn-3) and [(fac-NNHS)Mn(CO)3]Br (Mn-4) (where NNH is a 5,6,7,8-tetrahydro-8-quinolinamine moiety), have been synthesized and evaluated as catalysts for the direct synthesis of quinolines and pyridines by the reaction of a γ-amino alc. with a ketone or secondary alc.; NNHS-ligated Mn-4 proved the most effective of the four catalysts. The reactions proceeded well in the presence of catalyst loadings in the range 0.5-5.0 mol% and tolerated diverse functional groups such as alkyl, cycloalkyl, alkoxy, chloride and hetero-aryl. A mechanism involving acceptorless dehydrogenation coupling (ADC) has been proposed on the basis of DFT calculations and exptl. evidence. Significantly, this manganese-based catalytic protocol provides a promising green and environmentally friendly route to a wide range of synthetically important substituted monocyclic, bicyclic as well as tricyclic N-heterocycles (including 50 quinoline and 26 pyridine examples) with isolated yields of up to 93%. In addition to this study using 1-Thiophen-2-yl-ethanone, there are many other studies that have used 1-Thiophen-2-yl-ethanone(cas: 88-15-3HPLC of Formula: 88-15-3) 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. HPLC of Formula: 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Advanced Synthesis & Catalysis included an article by Xu, Xuefeng; Zhou, Zhi; Wang, Zhipin; Ma, Xinna; Chen, Xin; Zhang, Xu; Yu, Xiyong; Yi, Wei. Related Products of 88-15-3. The article was titled 《Cobalt(III)-Catalyzed and Dimethyl Sulfoxide-Involved Cross-Coupling of Ketones and Amides for Direct Synthesis of β-Amino Ketones》. The information in the text is summarized as follows:

A straightforward synthesis of β-amino ketones I [R1 = Ph, 2-naphthyl, 4-FC6H4, etc.; R2 = Ph, 4-MeC6H4, 3-MeOC6H4, 3-FC6H4] and II [R3 = Cp, Cy, Ph, etc.] via cobalt(III)-catalyzed and DMSO-involved cross-coupling reaction of ketones and amides as the substrates was reported. The results came from multiple reactions, including the reaction of 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. 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. Related Products of 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Application In Synthesis of 4-Fluorobenzo[b]thiophene-2-carboxylic acidOn May 8, 2013 ,《Acid controlled generation of indanes and oxazolines from β-hydroxyarylethanamide》 appeared in Tetrahedron Letters. The author of the article were Suresh, Rajendran; Muthusubramanian, Shanmugam; Boominathan, Muthusamy; Manickam, Govindaswamy. The article conveys some information:

Simple and efficient protocols for the construction of substituted indans and oxazolines through intramol. cyclization of β-hydroxyarylethanamide using trifluoromethanesulfonic acid and titanium tetrachloride in 1,2-dichloroethane, resp., have been described. The selectivity due to different acid catalysts was explored and optimized to achieve good to excellent yield. E.g., in presence of TiCl4 in 1,2-dichloroethane, intramol. cyclization of β-hydroxyarylethanamide derivative (I, a mixture of diastereomers) gave 94% oxazoline derivative (II). E.g., in presence of trifluoromethanesulfonic acid, intramol. cyclization of β-hydroxyarylethanamide derivative (I, a mixture of diastereomers) gave 89% indan derivative (III). The results came from multiple reactions, including the reaction of 4-Fluorobenzo[b]thiophene-2-carboxylic acid(cas: 310466-37-6Application In Synthesis of 4-Fluorobenzo[b]thiophene-2-carboxylic acid)

4-Fluorobenzo[b]thiophene-2-carboxylic acid(cas: 310466-37-6) belongs to benzothiophene.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 selective estrogen receptor modulators, leukotriene synthesis inhibitors and antifungals, as well as in many natural products. Application In Synthesis of 4-Fluorobenzo[b]thiophene-2-carboxylic acid

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Recommanded Product: 1-Thiophen-2-yl-ethanoneIn 2019 ,《Synthesis and Application of Substituted 1,16-Dihydroxytetraphenylenes in Catalytic Asymmetric Allylboration of Ketones》 was published in Journal of Organic Chemistry. The article was written by Chai, Guo-Li; Zhu, Bo; Chang, Junbiao. The article contains the following contents:

The synthesis and application of a newly designed C2-sym. chiral-substituted 1,16-dihedroxytetraphenylene (DHTP) is reported. Efficient syntheses of enantiopure substituted DHTP were accomplished, and these enantiopure compounds were used as organocatalysts in asym. allylboration of ketones under very mild conditions. Accordingly, several tertiary alcs. were generated in moderate to good yields with up to 99% ee by using the catalyst (S)-2,15-Br2-DHTP. A gram-scale reaction was achieved in 99% yield with 96% ee. In the experiment, the researchers used many compounds, for example, 1-Thiophen-2-yl-ethanone(cas: 88-15-3Recommanded Product: 1-Thiophen-2-yl-ethanone)

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. Recommanded Product: 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Carbonyl-Stabilized Phosphorus Ylide as an Organocatalyst for Cyanosilylation Reactions Using TMSCN》 was published in Journal of Organic Chemistry in 2020. These research results belong to Wu, Wen-Biao; Zeng, Xing-Ping; Zhou, Jian. Quality Control of 1-Thiophen-2-yl-ethanone The article mentions the following:

The authors report carbonyl-stabilized P ylides as general and efficient catalysts for the cyanosilylation of ketones. The N,N-diethylacetamide derived phosphorane is identified as an extremely efficient catalyst for the cyanosilylation of dialkyl ketones, alkyl aryl ketones, diaryl ketones, and α,β-unsaturated enones with catalyst loading down to 0.005 mol %, the lowest ever known for ketone cyanosilylation. Aldehydes, aldimines, and ketimines are also viable substrates. By NMR and React IR anal., as well as elec. conductivity experiments, probably the phosphorane acts as a Lewis base to mediate the reaction via the desilylative nucleophilic activation of TMSCN. In the part of experimental materials, we found many familiar compounds, such as 1-Thiophen-2-yl-ethanone(cas: 88-15-3Quality Control 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. Quality Control of 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The author of 《Iron-Enabled Utilization of Air as the Terminal Oxidant Leading to Aerobic Oxidative Deoximation by Organoselenium Catalysis》 were Chen, Chao; Zhang, Xu; Cao, Hongen; Wang, Fang; Yu, Lei; Xu, Qing. And the article was published in Advanced Synthesis & Catalysis in 2019. Name: 1-Thiophen-2-yl-ethanone The author mentioned the following in the article:

In contrast to conventional organoselenium-catalyzed oxidation reactions that require peroxide oxidants such as hydrogen peroxide, in this work we found that, addition of a low loading of iron (II) could enable the successful utilization of air as the terminal oxidant in organoselenium-catalyzed oxidative deoximation reaction of ketoximes. This led to a new mild and relatively green aerobic oxidative deoximation method. Control reactions and XPS anal. suggest that iron is crucial in the catalytic cycle, working to prohibit the deactivation of selenium catalyst through an iron-catalyzed aerobic oxidation of low valent selenium species by air to the active high valent selenium species. Since air can be utilized as the terminal oxidant, this work may contribute to the advance of organoselenium catalysis. In the experimental materials used by the author, we found 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. 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. Name: 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Oriental Journal of Chemistry included an article by Kasimbi, D.; Reddy, K. Hussain; Devanna, N.. SDS of cas: 88-15-3. The article was titled 《Synthesis, spectral characterization and antibacterial activity of functionalized hydrazones》. The information in the text is summarized as follows:

New hydrazones have been synthesized by condensing 2-acetylthiophene with acetic hydrazide and benzhydrazide. The synthesized hydrazones viz. 2-acetylthiophene acetylhydrazone (ATAH), 2-acetylthiophene benzoylhydrazone (ATBH) were characterized in the light of physicochem. and anal. data. Structures of ATAH and ATBH has been confirmed by FT-IR, 1H-NMR and Mass spectral data. The hydrazones are screened for their anti-bacterial activity against E. coli, Bacillus cereus, Staphylococcus aureus and Pseudomonas aeruginosa. Acetylhydrazones were found to show more antibacterial activity than the corresponding benzoylhydrazones. In addition to this study using 1-Thiophen-2-yl-ethanone, there are many other studies that have used 1-Thiophen-2-yl-ethanone(cas: 88-15-3SDS of cas: 88-15-3) 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. SDS of cas: 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Synthesis and application of α-carbonyl nitrile oxides》 was published in Organic Chemistry Frontiers in 2020. These research results belong to Guo, Xuanhua; Xu, Guangqiang; Zhou, Li; Yan, Huating; Hao, Xin-Qi; Wang, Qinggang. Synthetic Route of C6H6OS The article mentions the following:

An efficient and robust method to synthesize α-carbonyl nitrile oxide intermediates from ketones using tertbutyl nitrite was developed to afford two series of α-carbonyl isoxazoles I [R = Me, Ph, 4-MeC6H4, etc.] and α-carbonyl furoxans II [R1 = Ph, 2-furanyl, 2-naphthyl, etc.] in good to excellent yields. Excellent functional group tolerance and broad substrate scope were observed in this protocol. The practical utility of this protocol was demonstrated in gram-scale experiments and synthesis of some bioactive mols. In the experiment, the researchers used 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

In 2019,Bioorganic Chemistry included an article by Ghannam, Iman A. Y.; Abd El-Meguid, Eman A.; Ali, Islam H.; Sheir, Donia H.; El Kerdawy, Ahmed M.. Computed Properties of C6H6OS. The article was titled 《Novel 2-arylbenzothiazole DNA gyrase inhibitors: Synthesis, antimicrobial evaluation, QSAR and molecular docking studies》. The information in the text is summarized as follows:

A series of new 2-arylbenzothiazole derivatives I [R = EtO, NHNH2, NHN=CHC6H5, etc.] was synthesized and tested for their antimicrobial activity against different Gram-pos., Gram-neg. bacteria and yeast using ciprofloxacin and fluconazole as pos. controls for the antibacterial and antifungal activities, resp. The target compounds I showed stronger inhibitory activity against Gram-neg. than Gram-pos. bacteria. The min. inhibitory concentration (MIC) values were determined for tested compounds I that showed zone of inhibition ≥ 13 mm. Based on the MIC values for the tested compounds against E. coli, compounds I [R = EtO, NHNH2, 3-MeO-4-HOC6H3CH=NNH, 4-FC6H4CH=NNH, 4-NCC6H4CH=NNH, 2-[(1,5-dimethyl-3-oxo-2-phenyl-pyrazol-4-yl)methylene]hydrazino, 2-[(5-methyl-2-furyl)methylene]hydrazino, 4-HOC6H4C(CH3)=NNH, 3-HOC6H4C(CH3)=NNH, 4-O2NC6H4C(CH3)=NNH, 2-(2-oxoindolin-3-ylidene)hydrazino] were selected and tested for their E. coli gyrase inhibitory activity. The tested compounds I showed moderate inhibitory activity against E. coli gyrase. Compounds I [R = NHNH2, 3-MeO-4-HOC6H3CH=NNH, 2-[(1,5-dimethyl-3-oxo-2-phenyl-pyrazol-4-yl)methylene]hydrazino, 2-[(5-methyl-2-furyl)methylene]hydrazino, 4-HOC6H4C(CH3)=NNH] displayed high inhibitory activity against E. coli gyrase with IC50 values below 10 μM, however, they were less active than ciprofloxacin (E. coli gyrase IC50 = 1.14 μM). Moreover, compound I [R = 3-MeO-4-HOC6H3CH=NNH] exhibited the highest anti-gyrase activity over other tested compounds I (E. coli gyrase IC50 = 4.85 μM). Quant. structure-activity relationship (QSAR) study was also implemented for the newly synthesized compounds I. The QSAR study indicated that structural feature that governed anti-microbial activity for benzothiazole derivatives I was their structural hydrophilic-lipophilic balance what agreed with chem. intuition where this balance governed their cellular absorption and so their antimicrobial activity. Mol. docking showed that the newly synthesized compounds I possessed required structural feature for E. coli gyrase B inhibition through interaction with key amino acids Asp73 and Gly77. The results came from multiple reactions, including the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Computed Properties 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. Computed Properties of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem