Day: October 19, 2022

Reference of 1-Thiophen-2-yl-ethanoneIn 2019 ,《Rhodium-Catalyzed C-H/C-H Cross Coupling of Benzylthioethers or Benzylamines with Thiophenes Enabled by Flexible Directing Groups》 appeared in Organic Letters. The author of the article were Yang, Shiping; Cheng, Rui; Zhao, Tingxing; Luo, Anping; Lan, Jingbo; You, Jingsong. The article conveys some information:

Reported herein is an efficient synthetic protocol to ortho-functionalized 2-aryl thiophenes via Rh(III)-catalyzed C-H/C-H cross coupling of benzylthioethers or benzylamines with thiophenes. Both ortho- and meta-substituted benzylthioethers give monoheteroarylated products, while ortho-unhindered substrates mainly provide diheteroarylated benzylthioethers. The C-H/C-H cross coupling of benzylamines with thiophenes exclusively generates diheteroarylated benzaldehydes. Mechanistic study discloses a three-step tandem process involving the ortho-C-H diheteroarylation of benzylamine, the oxidation of benzylamine to imine, and the hydrolysis of imine to aldehyde. In the experimental materials used by the author, we found 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. 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. Reference of 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Related Products of 88-15-3In 2020 ,《CF3SO2Na-Mediated, UV-Light-Induced Friedel-Crafts Alkylation of Indoles with Ketones/Aldehydes and Bioactivities of Products》 was published in Organic Letters. The article was written by Yang, Tianbao; Lu, Huiai; Shu, Yixuan; Ou, Yifeng; Hong, Ling; Au, Chak-Tong; Qiu, Renhua. The article contains the following contents:

A concise, one-step route to produce 3,3′-diindolylmethanes (DIMs) from simple indoles and ketones or aldehydes is reported. The key step is the ready formation of indole derivatives that involves the in situ conversion of CF3SO2Na reagent to ·CF3 under oxygen or air (1.0 atm) and UV irradiation It is disclosed that most of the obtained DIMs show anticancer activities in human bladder cancer cell lines EJ and T24. In the experiment, the researchers used 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

The author of 《Nonbifunctional Outer-Sphere Strategy Achieved Highly Active α-Alkylation of Ketones with Alcohols by N-Heterocyclic Carbene Manganese (NHC-Mn)》 were Lan, Xiao-Bing; Ye, Zongren; Huang, Ming; Liu, Jiahao; Liu, Yan; Ke, Zhuofeng. And the article was published in Organic Letters in 2019. Name: 1-Thiophen-2-yl-ethanone The author mentioned the following in the article:

The unusual nonbifunctional outer-sphere strategy was successfully utilized in developing an easily accessible N-heterocyclic carbene manganese (NHC-Mn) system for highly active α-alkylation of ketones with alcs. This system was efficient for a wide range of ketones and alcs. under mild reaction conditions, and also for the green synthesis of quinoline derivatives The direct outer-sphere mechanism and the high activity of the present system demonstrate the potential of nonbifunctional outer-sphere strategy in catalyst design for acceptorless dehydrogenative transformations. 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

Category: benzothiopheneIn 2022 ,《Synthesis of Novel Tritopic Hydrazone Ligands: Spectroscopy, Biological Activity, DFT, and Molecular Docking Studies》 was published in Molecules. The article was written by Rupa, Sharmin Akther; Moni, Rassel Md.; Patwary, Abdul Majed Md.; Mahmud, Mayez Md.; Haque, Aminul Md.; Uddin, Jamal; Abedin, S. M. Tareque. The article contains the following contents:

Polytopic organic ligands with hydrazone moiety are at the forefront of new drug research among many others due to their unique and versatile functionality and ease of strategic ligand design. Quantum chem. calculations of these polyfunctional ligands can be carried out in silico to determine the thermodn. parameters. In this study two new tritopic dihydrazide ligands, N′2, N′6-bis[(1E)-1-(thiophen-2-yl) ethylidene] pyridine-2,6-dicarbohydrazide (L1) and N′2, N′6-bis[(1E)-1-(1H-pyrrol-2-yl) ethylidene] pyridine-2,6-dicarbohydrazide (L2) were successfully prepared by the condensation reaction of pyridine-2,6-dicarboxylic hydrazide with 2-acetylthiophene and 2-acetylpyrrole. The FT-IR, 1H, and 13C NMR, as well as mass spectra of both L1 and L2, were recorded and analyzed. Quantum chem. calculations were performed at the DFT/B3LYP/cc-pvdz/6-311G+(d,p) level of theory to study the mol. geometry, vibrational frequencies, and thermodn. properties including changes of ΔH, ΔS, and ΔG for both the ligands. The optimized vibrational frequency and (1H and 13C) NMR obtained by B3LYP/cc-pvdz/6-311G+(d,p) showed good agreement with exptl. FT-IR and NMR data. Frontier MO (FMO) calculations were also conducted to find the HOMO, LUMO, and HOMO-LUMO gaps of the two synthesized compounds To investigate the biol. activities of the ligands, L1 and L2 were tested using in vitro bioassays against some Gram-neg. and Gram-pos. bacteria and fungus strains. In addition, mol. docking was used to study the mol. behavior of L1 and L2 against tyrosinase from Bacillus megaterium. The outcomes revealed that both L1 and L2 can suppress microbial growth of bacteria and fungi with variable potency. The antibacterial activity results demonstrated the compound L2 to be potentially effective against Bacillus megaterium with inhibition zones of 12 mm while the mol. docking study showed the binding energies for L1 and L2 to be -7.7 and -8.8 kcal mol-1, resp., with tyrosinase from Bacillus megaterium. 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: 88-15-3Category: benzothiophene) was used in this study.

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. Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,ACS Omega included an article by Gawali, Suhas Shahaji; Pandia, Biplab Keshari; Pal, Souvik; Gunanathan, Chidambaram. SDS of cas: 88-15-3. The article was titled 《Manganese(I)-Catalyzed Cross-Coupling of Ketones and Secondary Alcohols with Primary Alcohols》. The information in the text is summarized as follows:

Catalytic cross-coupling of ketones and secondary alcs. with primary alcs. is reported. An abundant manganese based pincer catalyst catalyzes the reactions. Low loading of catalyst (2 mol %) and catalytic use of a mild base (5-10 mol %) are sufficient for efficient cross-coupling. Various aryl and heteroaryl ketones are catalytically cross-coupled with primary alcs. to provide the selective α-alkylated products. Challenging α-ethylation of ketones is also attained using ethanol as an alkylating reagent. Further, direct use of secondary alcs. in the reaction results in in situ oxidation to provide the ketone intermediates, which undergo selective α-alkylation. The reaction proceeds via the borrowing hydrogen pathway. The catalyst oxidizes the primary alcs. to aldehydes, which undergo subsequent aldol condensation with ketones, promoted by catalytic amount of Cs2CO3, to provide the α,β-unsaturated ketone intermediates. The hydrogen liberated from oxidation of alcs. is used for hydrogenation of α,β-unsaturated ketone intermediates. Notably either water or water and dihydrogen are the only byproducts in these environmentally benign catalytic processes. Mechanistic studies allowed inferring all the intermediates involved. Dearomatization-aromatization metal-ligand cooperation in the catalyst facilitates the facile O-H bond activation of both primary and secondary alcs. and the resultant manganese alkoxide complexes produce corresponding carbonyl compounds, perhaps via β-hydride elimination. The manganese(I) hydride intermediate plays dual role as it hydrogenates α,β-unsaturated ketones and liberates mol. hydrogen to regenerate the catalytically active dearomatized intermediate. Metal-ligand cooperation allows all the manganese intermediate to exist in same oxidation state (+1) and plays an important role in these catalytic cross-coupling reactions. The experimental part of the paper was very detailed, including the reaction process of 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. 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

The author of 《Four-component thiazole formation from simple chemicals under metal-free conditions》 were Jiang, Jingjing; Huang, Huawen; Deng, Guo-Jun. And the article was published in Green Chemistry in 2019. Reference of 1-Thiophen-2-yl-ethanone The author mentioned the following in the article:

Multi-component reactions for the synthesis of polysubstituted thiazoles from simple chems. were described. Under metal-free reaction conditions, cheap and easily available ketones, aldehydes, ammonium salt and elemental sulfur were self-assembled to provided entries to three thiazoles in moderate to good yield with a range of functionalities tolerated. 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: 88-15-3Reference of 1-Thiophen-2-yl-ethanone) was used in this study.

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. Reference of 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Synthesis of the fused heterobicycles , 6-pyridin-2-yl-thieno[2,3-b]pyridine, and 6-pyridin-2-yl-thieno[3,2-c]pyridine》 was written by Nurkkala, Lasse J.; Steen, Robert O.; Dunne, Simon J.. HPLC of Formula: 13250-82-3 And the article was included in Synthesis on April 19 ,2006. The article conveys some information:

Three new pyridylthienopyridines, 5-pyridin-2-ylthieno[3,2-b]pyridine, 6-pyridin-2-ylthieno[2,3-b]pyridine, and 6-pyridin-2-ylthieno[3,2-c]pyridine, were synthesized, each through a different synthetic sequence. Overall yields ranged from 8 to 32%. After reading the article, we found that the author used 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3HPLC of Formula: 13250-82-3)

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.HPLC of Formula: 13250-82-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Design and Syntheses of Palladium Complexes of NNN/CNN Pincer Ligands: Catalyst for Cross Dehydrogenative Coupling Reaction of Heteroarenes》 was written by Shinde, Vikki N.; Bhuvanesh, Nattamai; Kumar, Anil; Joshi, Hemant. Synthetic Route of C6H6OS And the article was included in Organometallics in 2020. The article conveys some information:

This report describes simple syntheses of a new class of Pd(II) pincer complexes having NNN and CNN coordination modes. The new complexes were fully characterized with the help of 1H and 13C{1H} NMR, HRMS, and IR spectroscopy. The structure and bonding modes of complexes were further authenticated with the help of single-crystal x-ray diffraction. Thermally robust and moisture-/air-insensitive Pd pincer complexes C1-C4 were used as catalysts for cross dehydrogenative coupling (CDC) reactions of two heteroarenes and are very efficient. The catalyst was successful in activating the C-H bond of a variety of heteroarenes, including benzimidazole, imidazole, benzothiazole, imidazopyridine, thiophene, and furan, with only 1.0 mol % of catalyst, achieving excellent yields of the coupled products. The catalyst showed excellent tolerance toward functional groups such as CHO, COMe, COOMe, COOEt, CONHPh, Me, CN, Br, and Cl. Further, the catalyst is reusable up to four reaction cycles with only a minor loss in its efficiency. The mechanism of the CDC reaction was studied through control experiments, and probably a Pd acetate analog of the NNN pincer ligand (C5) is the active catalyst. The experimental process involved 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. 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. Synthetic Route of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Shaaban, Saad; Li, Houhua; Otte, Felix; Strohmann, Carsten; Antonchick, Andrey P.; Waldmann, Herbert published their research in Organic Letters on December 4 ,2020. The article was titled 《Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex》.Reference of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate The article contains the following contents:

Axially chiral atropisomeric compounds are widely applied in asym. catalysis and medicinal chem., and efficient methods for their synthesis are in high demand. This applies in particular to atropisomers derived from five-membered aromatic rings because their lower barrier for rotation among the biaryl axis limits their asym. synthesis. We report here an enantioselective C-H functionalization method using our chiral RhJasCp complex for the synthesis of the biaryl atropisomer types that can be accessed from three different five-membered-ring heterocycles. In addition to this study using Methyl 4-fluorobenzo[b]thiophene-2-carboxylate, there are many other studies that have used Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2Reference of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate) was used in this study.

Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2) 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. Reference of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The author of 《Synthesis of Benzo[1,2-b:4,5-b’]dithiophene and Benzocondensed Thiaheterocycles》 were Baldoli, Clara; Cauteruccio, Silvia; Licandro, Emanuela. And the article was published in ChemistrySelect in 2019. Electric Literature of C7H8O2S The author mentioned the following in the article:

A two-step synthesis of benzo[1,2-b:4,5-b’]dithiophene (BDT) was carried out starting from 3-thiophene carbaldehyde as the sole thiophene precursor. This method involved the selective lithiation of the 2-position of 3-thiophenecarbaldehyde ethylene acetal, followed by the condensation with 3-thiophenecarbaldehyde and subsequent dehydrative cycloaromatization of the dithienylmethanol intermediate to give BDT. This synthetic pathway was extended to other thiophene benzocondensed heterocycles, e.g., I. In the experimental materials used by the author, we found 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