Category: 90560-10-4

Enantioselective Hydroarylation or Hydroalkenylation of Benzo[b]thiophene 1,1-Dioxides with Organoboranes was written by Hu, Fangdong;Jia, Jie;Li, Ximing;Xia, Ying. And the article was included in Organic Letters in 2021.Recommanded Product: 6-Methoxybenzo[b]thiophene This article mentions the following:

An efficient protocol for the asym. hydroarylation and hydroalkenylation of benzo[b]thiophene 1,1-dioxides with organoboranes was developed. The combination of a rhodium(I) precatalyst and a chiral diene ligand constituted the catalytic system, which enabled the facile synthesis of 2,3-dihydrobenzo[b]thiophene 1,1-dioxides I [R = H, 5-Me, 7-Me, etc.; R¹ = H, Me, Et, i-Pr; Ar = Ph, 2-naphthyl, 3-thienyl, (E)-styryl, etc.] in good yields with high enantioselectivities. The merging of this asym. hydroarylation with the downstream alkylations delivered 2,3-dihydrobenzo[b]thiophene 1,1-dioxides that contain two continuous quaternary stereocenters with high enantioselectivities in a diastereodivergent manner. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Recommanded Product: 6-Methoxybenzo[b]thiophene).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. 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.Recommanded Product: 6-Methoxybenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Enantioselective synthesis of acyclic monohydrosilanes by steric hindrance assisted C-H silylation was written by Mu, Delong;Pan, Shuqiong;Wang, Xiaoyu;Liao, Xiaoyun;Huang, Yong;Chen, Jiean. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.COA of Formula: C9H8OS This article mentions the following:

Herein, a rhodium-catalyzed desymmetrization of dihydrosilanes with heterocyclic compounds via intermol. dehydrogenative C-H silylation is developed. The strategy tolerates a variety of thianaphthene and thiophene derivatives, giving rise to a wide range of silicon-stereogenic acyclic monohydrosilanes. Several rare skeletons featuring bis-silicon-stereogenic centers were also designed to enhance the library’s diversity further. Preliminary mechanistic studies reveal that the surrounding spatial environment of the Si-center plays a crucial role in enabling intermol. C-H silylation preferentially. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4COA of Formula: C9H8OS).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) 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.COA of Formula: C9H8OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Benzothiophenes. II.Ultraviolet and nuclear magnetic resonance (N.M.R.) spectra of some methoxybenzothiophenes was written by Angeloni, Annino Sante;Tramontini, Maurilio. And the article was included in Annali di Chimica (Rome, Italy) in 1963.Reference of 90560-10-4 This article mentions the following:

Ultraviolet spectra of 3-, 4-, 5-, 6-, and 7-methoxybenzothiophenes are presented. They are essentially similar to those of the Me derivatives Spectra of the methoxythioanisoles are presented in terms of their possible contribution to the benzothiophene chromophore. In the N.M.R. spectra, τ MeO = 5.79-6.22, and the Me derivatives have τ Me = 7.43-7.63. The o-, m-, and p-methoxythiophenetoles show a singlet from the MeO at about 6.20 τ, a CH₂ quadruplet at about 7.20 τ, and a Me triplet at about 8.70 τ. Similarly, the methoxythioanisoles have r MeO of ∼6.2 and τ Me of ∼7.6. In 5-methoxybenzothiophene, the MeO group has τ = 5.79; this is clearly lower than the other derivatives, which are about the same as the τ values for MeO in the methoxythioanisoles and closer to τ = 5.92 of anisole itself. Distillation of the crude mixture from the cyclization of m-methoxyphenyl 2,2-dimethoxyethyl sulfide gave ∼35% of a mixture of 4- and 6-methoxybenzothiophene, b₁₆ = 105-144°. The mixture was chromatographed on alumina. The 1st fractions gave the picrate of 4-methoxybenzothiophene, m. 108-9° (10%) (alc.). The same compound was obtained by the methylation of 4-hydroxybenzothiophene. The last fractions gave 15% of 6-methoxybenzothiophene, m. 38-9°. o-Methoxythiophenetole was prepared (66%) by treating an alk. solution of o-MeOC₆H₃SH with (EtO)₂SO₂. Repeated distillation at 123° at 12 mm. gave the product, m-Methoxythiophenetole, b₁₂ 125° (65%), was prepared similarly. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Reference of 90560-10-4).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) 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 raloxifene, zileuton, sertaconazole, and also BTCP.Reference of 90560-10-4

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Nickel-catalyzed and Li-mediated regiospecific C-H arylation of benzothiophenes was written by Mohr, Yorck;Hisler, Gaelle;Grousset, Leonie;Roux, Yoann;Quadrelli, Elsje Alessandra;Wisser, Florian M.;Canivet, Jerome. And the article was included in Green Chemistry in 2020.Safety of 6-Methoxybenzo[b]thiophene This article mentions the following:

A nickel-based catalytic system for the regiospecific C2-H arylation of benzothiophenes with aryl iodides to afford 2-aryl benzothiophenes I [R¹ = H, 5-Me, 5-F, etc.; Ar = Ph, 4-FC₆H₄, 1-naphthyl, etc.] was established. NiCl₂(bpy) was used as a catalyst in combination with LiHMDS as a base in dioxane. The catalytic system was applicable to a variety of functionalized benzothiophenes, as well as other heteroarenes including thiophene, benzodithiophene, benzofuran and selenophene in combination with iodo aryl electrophiles. The role of LiHMDS as a uniquely potent base and a postulated mechanism were discussed. The applicability of this system was finally demonstrated for the synthesis of an intermediate of an active pharmaceutical ingredient. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Safety of 6-Methoxybenzo[b]thiophene).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) 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. 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.Safety of 6-Methoxybenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Modulation of the absorption, fluorescence, and liquid-crystal properties of functionalized diarylethene derivatives was written by Frigoli, Michel;Mehl, Georg H.. And the article was included in Chemistry – A European Journal in 2004.Application In Synthesis of 6-Methoxybenzo[b]thiophene This article mentions the following:

Systematic variation of the mol. symmetry in a photochromic system based on a 1,2-bis(2-methylbenzo[b]thiophen-3-yl)hexafluorocyclopentene group, connected by decyl spacers to two cyanobiphenyl groups as mesogens, allows for a systematic investigation of the correlations between mol. shape and symmetry, electronic effects, photochromic conversion and liquid-crystalline properties. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Application In Synthesis of 6-Methoxybenzo[b]thiophene).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Application In Synthesis of 6-Methoxybenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Benzo[b]naphtho[1,2-d]thiophene Sulfoxides: Biomimetic Synthesis, Photophysical Properties, and Applications was written by Shen, Xian-Yan;Li, Man;Zhou, Tai-Ping;Huang, Ji-Rong. And the article was included in Angewandte Chemie, International Edition in 2022.Name: 6-Methoxybenzo[b]thiophene This article mentions the following:

A practical synthesis of nonsym. thiophene-fused aromatic systems has been developed that was inspired by the biodegradation of benzothiophene. For the first time, the photophys. properties of a series of π-conjugated benzo[b]naphtho[1,2-d]thiophene (BNT) sulfoxides, I [R = H, Br, MeO, 4-FC₆H₄, R¹ = H, Br, Me, MeO, R² = Br, Cl, CN, etc., R³ = H, Br, MeO, Ph, 3-O₂NC₆H₄, 4-MeOC₆H₄, 4-FC₆H₄, R⁴ = H, Br, MeO, Ph, 3-O₂NC₆H₄, 4-MeOC₆H₄, 4-FC₆H₄, R⁵ = Br, Cl, 2-methoxy-3-pyridinyl, etc., R⁶ = H, Br, Me, R⁷ = H, Br, MeO, 4-FC₆H₄], were explored both in solution and in the solid state. The excellent fluorescence characteristics enable various applications of these compounds In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Name: 6-Methoxybenzo[b]thiophene).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Name: 6-Methoxybenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis of thiophenes and thiapyrans. III. Hydroxythianaphthenes and alkoxythianaphthenes was written by Sunthankar, A. V.;Tilak, B. D.. And the article was included in Proceedings – Indian Academy of Sciences, Section A in 1951.Formula: C9H8OS This article mentions the following:

Monomethoxythianaphthalenes are prepared by condensing a mercaptoanisole with BrCH₂CH(OMe)₂ (I) and effecting a ring closure of the resulting sulfide. p-MeOC₆H₄SH (7.6 g.), 1.2 g. Na, 1.25 g. NaI, 9.3 g. I, and 25 cc. absolute alc. boiled 2 h., and the crude product distilled yields 70% p-methoxyphenyl 2,2-dimethoxyethyl sulfide (II), b_2.5-3 155-60°; dinitrophenylhydrazone, m. 106-7°. From 6.1 g. II added to 30 g. P₂O₅ and 10 cc. H₃PO₄ at 150-60°/0.34 mm. is obtained 5-methoxythianaphthene (isolated as the picrate), which after distillation forms a white solid, m. 42-3°, b_0.52 85-90°; the yield is poor. Similarly prepared were m-methoxyphenyl 2,2-dimethoxyethyl sulfide, b_2.5 125-30° (2,4-dinitrophenylhydrazone, m. 123-4°); 6-methoxythianaphthene, b₁₆ 153-6° (62% yield)(picrate, m. 105-6°); o-methoxyphenyl 2,2-dimethoxyethyl sulfide, b₁₅ 175-80° (2,4-dinitrophenylhydrazone, m. 135-6°); 7-methoxythianaphthene, (III), b₁₅ 140-5° (yield 18%)(picrate, m. 110-11°); p-ethoxyphenyl 2,2-dimethoxyethyl sulfide, b₁₂ 180° (2,4-dinitrophenylhydrazone, m. 84-5°); 5-ethoxythianaphthene, b₁₂ 145° (picrate, m. 93°); 3-methoxy-p-toluenethiol, b₁₂ 130°; 3-methoxy-4-methylphenyl 2,2-dimethoxyethyl sulfide, b₁₅ 185° (2,4-dinitrophenylhydrazone, m. 123-4°); 6-methoxy-5-methylthianaphthene (IV), m. 62-3°, b₁₂ 160° (picrate, m. 107-8°); 6-methoxy-5-methylthianaphthene 1,1-dioxide (from 0.45 g. IV, 7 cc. glacial AcOH, and 3 cc. H₂O₂ heated 6 h. at 85°), m. 187°. Demethylation of 0.62 g. III with 5 g. pyridine-HCl by heating 9 h. at 180° gave 0.5 g. (88%) 7-hydroxythianaphthene, b₈ 135°, m. 67-8° (picrate, m. 184-6°); from IV by the same procedure is obtained 6-hydroxy-5-methylthianaphthene, m. 146-7°, b₁₀ 160-5°. All b.ps. are given as bath temperature In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Formula: C9H8OS).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Formula: C9H8OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem