Heterocyclic Building Blocks-Benzothiophene

Pentanidium-catalyzed enantioselective phase-transfer conjugate addition reactions was written by Ma, Ting;Fu, Xiao;Kee, Choon Wee;Zong, Lili;Pan, Yuanhang;Huang, Kuo-Wei;Tan, Choon-Hong. And the article was included in Journal of the American Chemical Society in 2011.Reference of 3988-77-0 This article mentions the following:

A new chiral entity, pentanidium, has been shown to be an excellent chiral phase-transfer catalyst. The enantioselective Michael addition reactions of tert-Bu glycinate-benzophenone Schiff base with various α,β-unsaturated acceptors provide adducts with high enantioselectivities. A successful gram-scale experiment at a low catalyst loading of 0.05 mol % indicates the potential for practical applications of this methodol. Phosphoglycine ester analogs can also be utilized as the Michael donor, affording enantioenriched α-aminophosphonic acid derivatives and phosphonic analogs of (S)-proline. In the experiment, the researchers used many compounds, for example, 3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one (cas: 3988-77-0Reference of 3988-77-0).

3-Phenyl-1-(thiophen-2-yl)prop-2-en-1-one (cas: 3988-77-0) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Reference of 3988-77-0

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Sulfur Transformation Characteristics and Mechanisms during Hydrogen Production by Coal Gasification in Supercritical Water was written by Liu, Shanke;Li, Linhu;Guo, Liejin;Jin, Hui;Kou, Jiajing;Li, Guoliang. And the article was included in Energy & Fuels in 2017.Computed Properties of C9H8S This article mentions the following:

Coal supercritical water gasification (SCWG) is famous for generating clean gas without SO_x pollutant. Study of sulfur transformation characteristics can provide the basis of sulfur removal during hydrogen production by coal gasification in supercritical water (SCW) at the source. In this work, two coals produced from Linfen and Zhangjiamao in China (hereinafter to be referred as L-coal and Z-coal), were chosen as exptl. feedstocks to investigate sulfur transformation characteristics during hydrogen production by coal gasification in SCW (550-750 °C, 20 min, 25 MPa). Sulfur transformation pathway and sulfur forms in the products were complex but detected comprehensively. H₂S was the only gaseous product instead of SO_x, whereas SO₄^2- was the main liquid-sulfur product. Inorganic and organic sulfur compounds were used to investigate sulfur transformation mechanisms. H₂S had three sources as follows. First, among inorganic sulfur of raw coal, FeS₂ (Pyrite) was chem. stable in SCW lacking of hydrogen. When FeS₂ was in hydrogen atm., H₂S was generated and FeS₂ was converted to Fe_1-xS and Fe₃O₄ under SCW. Second, H₂S came from unstable sulfate minerals such as FeSO₄ which may decompose and be converted to Fe₃O₄. Third, organic sulfur, especially thiophene sulfur transformed to H₂S. The two sulfur products H₂S and SO₄^2- depend on H or OH free radical in SCW. More H free radical provided a reducing environment of SCW to generate H₂S at higher temperatures, whereas more OH radical provided an oxidizing environment of SCW to generate SO₄^2- at lower temperatures, but the final trend was generating H₂S when coal gasified completely at a higher temperature The results of this study may provide an exptl. basis of solving the SO_x emission from coal at the source and demonstrate a promising clean utilization way of coal. In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Computed Properties of C9H8S).

2-Methylbenzo[b]thiophene (cas: 1195-14-8) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. 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.Computed Properties of C9H8S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Visible-Light-Induced [4+2] Annulation of Thiophenes and Alkynes to Construct Benzene Rings was written by Song, Chunlan;Dong, Xin;Wang, Zhongjie;Liu, Kun;Chiang, Chien-Wei;Lei, Aiwen. And the article was included in Angewandte Chemie, International Edition in 2019.Reference of 1795-01-3 This article mentions the following:

Herein, an efficient strategy was developed for visible-light induced photocatalyzed [4+2] annulation of thiophenes and alkynes to afford substituted aromatic compounds Valuable drugs and amino acids were also well tolerated. Moreover, DFT calculations explained the high regioselectivity of the reaction. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Reference of 1795-01-3).

3-Ethylthiophene (cas: 1795-01-3) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Reference of 1795-01-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The proton magnetic resonance spectra of methylthiophenesulfonyl chlorides was written by Takahashi, Kensuke;Matsuki, Yasuo;Miyake, Yoshiteru;Hazato, Genjiro. And the article was included in Bulletin of the Chemical Society of Japan in 1961.Computed Properties of C5H5ClO2S2 This article mentions the following:

The nuclear magnetic resonance spectra of the 6 isomers of methylthiophenesulfonyl chloride are reported. Values are given for J₂₅, J₂₄, and for some exptl. coupling constants for the Me group and the ring proton. Solvent effects on the chem. shifts are reported. In the experiment, the researchers used many compounds, for example, 4-Methylthiophene-2-sulfonyl chloride (cas: 69815-97-0Computed Properties of C5H5ClO2S2).

4-Methylthiophene-2-sulfonyl chloride (cas: 69815-97-0) 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.Computed Properties of C5H5ClO2S2

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis of thieno[2,3-d]oxazines and thieno[2,3-d]thiazines as subtype specific kainate receptor antagonists was written by Briel, D.;Rybak, A.;Mann, S.;Kronbach, C.;Unverferth, K.. And the article was included in Current Medicinal Chemistry in 2009.Computed Properties of C9H11NO2S This article mentions the following:

For the development of new antiepileptics the kainate receptors, GluR6 and GluR5, are important targets. Based on the anticonvulsant effects of chinazolines and thieno[2,3-d]pyrimidines that are known from the literature, thieno[2,3-d][1.3]oxazines were synthesized and studied for their inhibitory properties at GluR6 and GluR5 receptors. The strongest inhibitor activity was observed with 5-methyl-6-phenyl-thieno[2,3-d][1.3]oxazines with Cl or C3-substituents in position 2. The 2-trihalide-methyl-substituted compounds were the most active inhibitors at the GluR5-receptor (IC₅₀ = 23.4 μmol, 16 μl). The 2-isopropyl-substituted compound displayed the strongest activity at the GluR6-receptor (IC₅₀ = 8.7 μmol). A number of thieno[2,3-d][1.3]thiazines and thieno[2,3-d]pyrimidines that were synthesized from the thieno[2,3][1.3]oxazines did not show any activity. In the experiment, the researchers used many compounds, for example, 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid (cas: 5936-58-3Computed Properties of C9H11NO2S).

2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid (cas: 5936-58-3) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. It is also used in the manufacturing of dyes such as thioindigo.Computed Properties of C9H11NO2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Phosphine-Based Hyper-Cross-Linked Polymer-Supported Neutral Gold(I) Complex as a Recyclable Catalyst for the Regioselective Hydration of Alkynes to Ketones was written by Shen, Lu;Han, Xingyou;Dong, Beixuan;Yang, Yong;Yang, Jiazhi;Li, Feng. And the article was included in ACS Applied Polymer Materials in 2022.Related Products of 67237-53-0 This article mentions the following:

A phosphine-based hyper-cross-linked polymer-supported neutral gold(I) complex, Au@HCPs-PPh₃, which was synthesized by incorporation of [(Me₂S)AuCl] into a phosphine-based hyper-cross-linked polymer, was proven to be an efficient and general heterogeneous catalyst for the regioselective hydration of a series of alkynes to ketones RC(O)Me [R = t-Bu, 4-MeC₆H₄, 4-BrC₆H₄, etc.]. Furthermore, the synthesized catalyst was recycled six times without an obvious decrease in the catalytic activity. In the experiment, the researchers used many compounds, for example, 3-Ethynylthiophene (cas: 67237-53-0Related Products of 67237-53-0).

3-Ethynylthiophene (cas: 67237-53-0) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Related Products of 67237-53-0

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

An efficient route to regioselective functionalization of benzo[b]thiophenes via palladium-catalyzed decarboxylative Heck coupling reactions: insights from experiment and computation was written by Yang, Daoshan;Liu, Yuxia;Sun, Pengfei;Zhang, Ning;Wei, Wei;Sun, Mingyang;Chen, Guang;Bi, Siwei;Wang, Hua. And the article was included in Organic & Biomolecular Chemistry in 2016.Formula: C10H4ClF3O2S This article mentions the following:

Pd-catalyzed decarboxylative Heck-type coupling of 3-chlorobenzo[b]thiophene-2-carboxylic acids with styrenes have been developed as an efficient strategy for the construction of functionalized benzo[b]thiophenes I (R¹ = H, 6-Me, 6-Cl, 6-Br, 6-CF₃, 6-NO₂, 6-OMe; R² = H, 4-Me, 3-Me, 4-Cl, etc.; R³ = Cl, Br, H). Theor. anal. shows that AgCl generated during the reaction, instead of Pd, π-coordinates with the carboxyl O atom, making easy the rate-determining CO₂ dissociation The divergent reactivities of the Cl-substituted and H-substituted 3-benzo[b]thiophene-2-carboxylic acids are mainly due to the presence of the Cl substituent, which reduces the adjacent π-π interplay, thereby significantly contributing to decarboxylation. Therefore, the presence of both AgCl and the Cl substituent are of key importance in ensuring the occurrence of the reaction under the given conditions. In the experiment, the researchers used many compounds, for example, 3-Chloro-6-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid (cas: 923849-73-4Formula: C10H4ClF3O2S).

3-Chloro-6-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid (cas: 923849-73-4) 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.Formula: C10H4ClF3O2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Copper-Catalyzed Cross-Coupling of Arylacetylenes with Bromodifluoroacetamides was written by Hu, Guo-Qin;Yao, Li-Wei;Gui, Shu-Sheng;Geng, Chuang;Zhang, Wen-Yan;Liu, Jing-Hui;Zhao, Bin. And the article was included in Synlett in 2022.SDS of cas: 4298-52-6 This article mentions the following:

A copper-catalyzed radical difluoroalkylation of arylacetylenes with bromodifluoroamides has been developed. The reaction exhibits good functional group tolerance and allows access to a variety of substituted α-alkynyl-α,α-difluoroacetamides in moderate to good yields. The potential for scale-up reaction and products derivatization also makes this method attractive for practical applications. Preliminary mechanistic studies suggest that a radical reaction pathway might be involved in the catalytic system. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6SDS of cas: 4298-52-6).

2-Ethynylthiophene (cas: 4298-52-6) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.SDS of cas: 4298-52-6

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Facile synthesis of N²-substituted-1,2,3-triazole from aryl ethynylene and azide via a one-pot two-step strategy was written by Guan, Cong;Ji, Jian;Li, Zi;Wei, Qinghua;Wu, Xiang;Liu, Shunying. And the article was included in Tetrahedron in 2022.Electric Literature of C6H4S This article mentions the following:

An efficient one-pot two-step synthetic strategy to access highly selective N2-substituted-1,2,3-triazole from aryl ethynylenes, azides and furan has been developed via a radical transformation. 17 Examples of aryl ethynylene with various substituents were converted into their corresponding functionalized N2-substituted-1,2,3-triazole derivatives in good yields. In the experiment, the researchers used many compounds, for example, 3-Ethynylthiophene (cas: 67237-53-0Electric Literature of C6H4S).

3-Ethynylthiophene (cas: 67237-53-0) 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.Electric Literature of C6H4S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Phosphoric Acid Catalyzed Electrophilic Thiocyanation of Indoles: Access to SCN-Containing Aryl-Indole Compounds was written by Ye, Ai-Hui;Li, Zi-Hao;Ding, Tong-Mei;Ke, Hua;Chen, Zhi-Min. And the article was included in Chemistry – An Asian Journal in 2022.COA of Formula: C8H7BO2S This article mentions the following:

A phosphoric acid catalyzed electrophilic thiocyanation of 3-aryl indoles, which provides an efficient and modular approach to SCN-containing 3-aryl indole compounds, was developed for the first time. A variety of 2-SCN-3-aryl indoles were obtained with moderate to excellent yields. Furthermore, catalytic asym. manner of this reaction was also studied. Using chiral phosphoric acid as the catalyst, axially chiral SCN-containing 3-aryl indoles were obtained in moderate to good yields with moderate enantioselectivity. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6COA of Formula: C8H7BO2S).

Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6) 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 zileuton, raloxifene, and sertaconazole, and also BTCP.COA of Formula: C8H7BO2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem