Category: benzothiophene

《A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of C=C bonds in aryl olefins via harvesting direct solar energy》 was written by Zhang, Yu; Hatami, Nareh; Lange, Niklas Simon; Ronge, Emanuel; Schilling, Waldemar; Jooss, Christian; Das, Shoubhik. Computed Properties of C6H6OS And the article was included in Green Chemistry in 2020. The article conveys some information:

A mild and efficient protocol was developed using polymeric carbon nitrides (PCN) as metal-free heterogeneous photocatalysts to convert various olefins into the corresponding carbonyls such as R1C(O)R2 [R1 = Ph, 4-MeC6H4, 2-pyridyl, etc.; R2 = H, Me, Ph, etc.]. Later, this catalyst was applied in the gram scale synthesis of pharmaceutical drugs using direct solar energy. Detailed mechanistic studies revealed the actual role of oxygen, the catalyst and the light source. In the part of experimental materials, we found many familiar compounds, such as 1-Thiophen-2-yl-ethanone(cas: 88-15-3Computed Properties 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. Computed Properties of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《A Phosphine-Free Manganese Catalyst Enables Stereoselective Synthesis of (1 + n)-Membered Cycloalkanes from Methyl Ketones and 1,n-Diols》 was published in ACS Catalysis in 2020. These research results belong to Jana, Akash; Das, Kuhali; Kundu, Abhishek; Thorve, Pradip Ramdas; Adhikari, Debashis; Maji, Biplab. Recommanded Product: 88-15-3 The article mentions the following:

Herein, we report the stereoselective synthesis of (1 + n)-membered cycloalkane from Me ketone and 1,n-diol. A manganese(I) complex bearing a phosphine-free ligand catalyzed the reaction, which involved the formation of two C-C bonds via a sequence of intermol.- and intramol.-borrowing hydrogenation reactions. It produces 2 mol of water as the sole byproduct, making the process atom economical and environmentally benign. Multisubstituted cycloalkanes were obtained in good to excellent yields with very high selectivities. A thorough mechanistic anal. by high-level DFT computation rationalizes the choice of the pincer and establishes the role of hemilability of the ligand for this efficient transformation. In the part of experimental materials, we found many familiar compounds, such as 1-Thiophen-2-yl-ethanone(cas: 88-15-3Recommanded Product: 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. Recommanded Product: 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Food Chemistry included an article by Zhao, Jian; Wang, Tianze; Xie, Jianchun; Xiao, Qunfei; Cheng, Jie; Chen, Feng; Wang, Shi; Sun, Baoguo. Category: benzothiophene. The article was titled 《Formation mechanism of aroma compounds in a glutathione-glucose reaction with fat or oxidized fat》. The information in the text is summarized as follows:

Glutathione and glucose with or without chicken fat/oxidized chicken fat were thermally reacted for generation of stewed meat-like aroma, where 42 sulfur-containing odorants were identified by gas chromatog.-mass spectrometry (GC-MS) and gas chromatog.-olfactometry (GC-O). The observed effects or interactions on meat flavor formation due to the fats were similar to previous reports of cysteine-reducing sugar reactions. Carbohydrate module labeling approach demonstrated ten alkyl chain compounds were indeed resulted from the lipid degradation-Maillard reaction interactions, whereas the fats had little effect on formation pathways of compounds only derived from the Maillard reaction. Formation pathways of 26 potent aroma compounds were proposed, particularly, involving two benzene derivatives and seven complex thiophenes. Notably, it was found for the first time just 2-ethylthiophene could result from both an intact skeleton of glucose and the lipid degradation product of 2,4-hexadienal, and the carbohydrate modules methylglyoxal and hydroxyacetone could arise from the glutamic acid of GSH. In the experimental materials used by the author, we found 1-Thiophen-2-yl-ethanone(cas: 88-15-3Category: benzothiophene)

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. Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Synthesis included an article by Dar’in, Dmitry; Kantin, Grigory; Krasavin, Mikhail. COA of Formula: C6H6OS. The article was titled 《Practical Application of the Aqueous ‘Sulfonyl-Azide-Free’ (SAFE) Diazo Transfer Protocol to Less α-C-H Acidic Ketones and Esters》. The information in the text is summarized as follows:

The earlier described ‘sulfonyl-azide-free (SAFE) protocol for diazo transfer to CH-acidic 1,3-dicarbonyl compounds (and their similarly activated congeners) has been extended to the less reactive monocarbonyl substrates, which previously required a sep. activation step. Formylation in situ, followed by the addition of an optimized amount of the ‘SAFE cocktail’ (obtained by mixing sodium azide, potassium carbonate, and m-carboxybenzenesulfonyl chloride in water) led to the formation of the desired diazo compounds, which were isolated by extraction in moderate to excellent yields, and, in most cases, with no need for addnl. purification1-Thiophen-2-yl-ethanone(cas: 88-15-3COA of Formula: C6H6OS) 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. COA of Formula: C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Product Details of 13250-82-3On October 26, 2012 ,《Controlling band gap and hole mobility of photovoltaic donor polymers with terpolymer system》 was published in Polymer. The article was written by Lim, Younhee; Ihn, Soo-Ghang; Bulliard, Xavier; Yun, Sungyoung; Chung, Yeonji; Kim, Yungi; Chang, Hyuk; Choi, Yeong Suk. The article contains the following contents:

Energy level, band gap, and hole mobility of photovoltaic donor polymers are crucial factors in achieving high power conversion efficiency. Controlling these characteristics, however, requires complicated synthesis routes. This work reports an effective way to control these properties simultaneously by introducing a simple terpolymer system. Simulation of energy level (band gap), synthesis of donor polymers, and calculation of solubility were systematically coordinated to explain the advantages of the terpolymer system. Anthradithiophene was introduced to elucidate the effect of the extended conjugation length on band gap and hole mobility of donor polymers. Benzodithiophene and thienothiophene which have shown good properties in bulk heterojunction organic solar cells were used as comonomers. Based on the result of the energy level calculation, terpolymers with various mole ratios of the monomers were synthesized; as the ratio of anthradithiophene to benzodithiophene increased, band gap of the terpolymers decreased while hole mobility increased. In addition, we explained the morphol. of the terpolymer:fullerene bulk heterojunction films using solubility parameters of materials. With this method, we investigated the relationship between the properties of donor polymers and device performances systematically. The terpolymer system can be widely utilized for tuning the material properties in a systematic way which is quite similar to the band gap engineering in the inorganic semiconductors. The results came from multiple reactions, including the reaction of 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Product Details of 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.Product Details of 13250-82-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Xu, Jun; Huang, Lin; He, Lei; Ni, Zhigang; Shen, Jiabin; Li, Xiaoling; Chen, Kaixian; Li, Wanmei; Zhang, Pengfei published their research in Green Chemistry in 2021. The article was titled 《A combination of heterogeneous catalysis and photocatalysis for the olefination of quinoxalin-2(1H)-ones with ketones in water: a green and efficient route to (Z)-enaminones》.Recommanded Product: 88-15-3 The article contains the following contents:

Herein, a novel aqueous reaction for the olefination of quinoxalin-2(1H)-ones I (R1 = H, 5-Me, 6-OMe, 6,7-Cl2, etc.; R2 = H, Me, cyclohexylmethyl, allyl, Ph, 2,6-F2C6H3CH2, etc.) with ketones R3C(O)CH2R4 [R3 = Me, cyclopropyl, Ph, 3-thienyl, etc., R4 = H; R3R4 = (CH2)3, CH(cyclopentyl)CH2CH2] through a combinational strategy is described. This reaction features very mild conditions using a simple and cheap catalyst for the synthesis of (Z)-enaminones II in moderate-to-good yields. Such a methodol. successfully combines the heterogeneous Mannich reaction with photocatalysis, and provides a green and practical approach for the synthesis of potentially bioactive (Z)-enaminones with a 3,4-dihydroquinoxalin-2(1H)-one skeleton. The experimental part of the paper was very detailed, including the reaction process of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Recommanded Product: 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. Recommanded Product: 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Palladium-Catalyzed Dual Ligand-Enabled Alkylation of Silyl Enol Ether and Enamide under Irradiation: Scope, Mechanism, and Theoretical Elucidation of Hybrid Alkyl Pd(I)-Radical Species》 was written by Zhao, Bin; Shang, Rui; Wang, Guang-Zu; Wang, Shaohong; Chen, Hui; Fu, Yao. Computed Properties of C6H6OS And the article was included in ACS Catalysis in 2020. The article conveys some information:

We report herein that a palladium catalyst in combination with a dual phosphine ligand system catalyzes alkylation of silyl enol ether and enamide with a broad scope of tertiary, secondary, and primary alkyl bromides under mild irradiation conditions by blue light-emitting diodes. The reactions effectively deliver α-alkylated ketones and α-alkylated N-acyl ketimines, and it is difficult to prepare the latter by other methods in a stereoselective manner. The α-alkylated N-acyl ketimine products can be further subjected to chiral phosphoric acid-catalyzed asym. reduction with Hantzsch ester to deliver chiral N-acyl-protected α-arylated aliphatic amines in high enantioselectivity up to 99% ee, thus providing a method for facile synthesis of chiral α-arylated aliphatic amines, which are of importance in medicinal chem. research. The N-acetyl ketimine product also reacted smoothly with various types of Grignard reagents to afford sterically bulky N-acetyl α-tertiary amines in high yields. Theor. studies in combination with exptl. investigation provide understanding of the reaction mechanism with respect to the dual ligand effect and the irradiation effect in the catalytic cycle. The reaction is suggested to proceed via a hybrid alkyl Pd(I)-radical species generated by inner-sphere electron transfer of phosphine-coordinated Pd(0) species with alkyl bromide. This intriguing hybrid alkyl Pd(I)-radical species is elucidated by theor. calculation to be a triplet species coordinated by three phosphine atoms with a distorted tetrahedral geometry, and spin prohibition rather than metal-to-ligand charge transfer contributes to the kinetic stability of the hybrid alkyl Pd(I)-radical species to impede alkyl recombination to generate Pd(II) alkyl intermediate. The experimental part of the paper was very detailed, including the reaction process 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. 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. Computed Properties of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The author of 《Benzodithiophenes. A general method of synthesis》 were Gronowitz, Salo; Dahlgren, Torsten. And the article was published in Chemica Scripta in 1977. Recommanded Product: 2-(Thiophen-3-yl)-1,3-dioxolane The author mentioned the following in the article:

Through the Wittig reaction between o-bromoformylthiophenes and o-bromothenyltriphenylphosphoranes all six cis-1,2-di(o-bromothienyl)ethenes could be obtained. Halogen-metal exchange of these compounds with BuLi followed by reaction with CuCl2 yielded all six benzodithiophenes which are analogous to phenanthrene, namely benzo[1,2-b:4,3-b’]dithiophene, benzo[2,1-b:3,4-b’]dithiophene, benzo[1,2-b:3,4-b’]dithiophene, benzo[1,2-b:3,4-c’]dithiophene, benzo[2,1-b:3,4-c’]dithiophene and benzo[1,2-c:3,4-c’]dithiophene. The [b,c]-fused systems, although relatively stable in solution, could not be isolated due to dimerization or polymerization They could be characterized by reaction with di-Me acetylenedicarboxylate. After S extrusion, 7,8-dicarbomethoxynaphtho[2,1-b]thiophene and 7,8-dicarbomethoxynaphtho[1,2-b]thiophene are formed from the corresponding cycloaddition products. The other four benzodithiophenes did not react in the Diels-Alder reaction. The results came from multiple reactions, including the reaction of 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Recommanded Product: 2-(Thiophen-3-yl)-1,3-dioxolane)

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.Recommanded Product: 2-(Thiophen-3-yl)-1,3-dioxolane

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 1988,Chemica Scripta included an article by Gronowitz, Salo; Hoernfeldt, Anna Britta; Yang, Youhua. SDS of cas: 13250-82-3. The article was titled 《Synthesis of dithienopyridines through palladium(0)-catalyzed coupling of 2-tributylstannyl-2-thiophenecarboxaldehyde with t-butyl N-(ortho-halothienyl)carbamates》. The information in the text is summarized as follows:

The title aldehyde (I) reacted with N-(o-halothienyl)carbamate esters, such as carbamate II, and Pd(PPh3)4 to give dithienopyridines III (R1R2 = CH:CHS, SCH:CH) and IV. I, tert-Bu N-(3-iodo-2-thienyl)carbamate, and Pd(PPh3)4 gave III (R1R2 = SCH:CH). The results came from multiple reactions, including the reaction of 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3SDS of cas: 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.SDS of cas: 13250-82-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Thiophene isosters of isoquinoline. VI. Synthesis of 4,5-dimethylthieno[2,3-c]pyridine and 6,7-dimethylthieno[3,2-c]pyridine》 was published in Chemica Scripta in 1975. These research results belong to Sandberg, Elina. SDS of cas: 13250-82-3 The article mentions the following:

4,7-Dimethylthieno[2,3-c]pyridine (I) was synthesized by hydrolyzing the acetal function in 2-amino-3-[2-(1,3-dioxolan-2-yl)-3-thienyl]butan-3-ol (II) leading to the ring-closed and dehydrated product. The amine was obtained by the reaction of 2-(3-lithio-2-thienyl)-1,3-dioxolane with diacetyl, followed by oximation and reduction 6,7-Dimethylthieno[3,2-c]pyridine (III) was obtained in an analogous manner. The experimental part of the paper was very detailed, including the reaction process of 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3SDS of cas: 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.SDS of cas: 13250-82-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem