Heterocyclic Building Blocks-Benzothiophene

One-pot conversion of aromatic bromides and aromatics into aromatic nitriles was written by Ushijima, Sousuke;Togo, Hideo. And the article was included in Synlett in 2010.Related Products of 55219-11-9 This article mentions the following:

Various aromatic bromides and iodides were smoothly converted into the corresponding aromatic nitriles in good to moderate yields by sequential treatment with BuLi and DMF, followed by treatment with I₂ in aqueous NH₃. The same treatment of typical aromatics and heteroaromatics also provided the corresponding aromatic nitriles in good yields. The present reactions are novel 1-pot methods for the preparation of aromatic nitriles from aromatic bromides and aromatics, resp., through the formation of aryllithiums and their DMF adducts. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Related Products of 55219-11-9).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Related Products of 55219-11-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and evaluation of dual wavelength fluorescent benzo[b]thiophene boronic acid derivatives for sugar sensing was written by Akay, Senol;Yang, Wenqian;Wang, Junfeng;Lin, Li;Wang, Binghe. And the article was included in Chemical Biology & Drug Design in 2007.Reference of 6287-82-7 This article mentions the following:

Cell surface glycoproteins have been known to play very important roles in various physiol. and pathol. processes. Small mol. compounds capable of carbohydrate recognition can be very useful for the development of sensing, diagnostic, and therapeutic agents. Along this line, the authors are interested in developing water-soluble fluorescent boronic acid compounds for carbohydrate recognition. As such, a series of benzo[b]thiophene boronic acid derivatives have been synthesized and their fluorescent properties analyzed at physiol. pH. Benzo[b]thiophene derivatives were a new type of fluorescent reporter compounds capable of dual fluorescent emission under physiol. pH conditions. Many of the synthesized Compounds showed unusual emission wavelength shifts upon binding of sugars. These boronic acids will be useful tools for building glycoprotein biosensors for biol. applications. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Reference of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Reference of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives was written by Mitsudo, Koichi;Kurimoto, Yuji;Mandai, Hiroki;Suga, Seiji. And the article was included in Organic Letters in 2017.Application of 6287-82-7 This article mentions the following:

The synthesis of 3-benzo[b]thienyl 3-thienyl ether and its dehydrogenative cyclization leading to benzodithienofuran (BDTF; [1]benzothieno[3,2-b]thieno[2,3-d]furan) are described for the first time. Further transformation of BDTF to more π-extended BDTF derivatives and their fundamental phys. properties are also studied. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Application of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) 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.Application of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photochromic dihetarylethenes. 12. Synthesis of 5-alkyl-2-(1,3,4-oxadiazol-2-yl)thiophenes and their photochromic derivatives was written by Krayushkin, M. M.;Stoyanovich, F. M.;Zolotarskaya, O. Yu.;Chernoburova, E. I.;Makhova, N. N.;Yarovenko, V. N.;Zavarzin, I. V.;Martynkin, A. Yu.;Uzhinov, B. M.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) in 2002.Electric Literature of C9H7BrS This article mentions the following:

Photochromic 5-alkyl-2-(1,3,4-oxadiazol-2-yl)thiophenes I (R¹ = Me, R² = Ph, 4-MeOC₆H₄; R¹ = n-hexyl, R² = 6-methoxy-2-benzothiazolyl) and II were synthesized, and their photochromic and fluorescent properties were studied. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Electric Literature of C9H7BrS).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Electric Literature of C9H7BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Characteristic Structures and Photophysical Properties of Nine-Coordinate Europium(III) Complexes with Tandem-Connected Tridentate Phosphane Oxide Ligands was written by Miyata, Kohei;Hasegawa, Yasuchika;Kuramochi, Yusuke;Nakagawa, Tetsuya;Yokoo, Toshiaki;Kawai, Tsuyoshi. And the article was included in European Journal of Inorganic Chemistry in 2009.Name: 2,3-Dibromobenzo[b]thiophene This article mentions the following:

Structures and photophys. properties of three f-block metal complexes with tandem-connected tridentate phosphine oxide ligands, {bis[o-(diphenylphosphoryl)phenyl]phenylphosphine oxide}tris(hexafluoroacetylacetonato)europium(III) [Eu(hfa)₃(DPPPO)], {bis[o-(diphenylphosphoryl)pyridyl]phenylphosphine oxide}tris(hexafluoroacetylacetonato)europium(III) [Eu(hfa)₃(DPPYPO)] and {bis[o-(diphenylphosphoryl)benzothienyl]phenylphosphine oxide}tris(hexafluoroacetylacetonato)europium(III) [Eu(hfa)₃(DPBTPO)], are reported. The coordination geometries of Eu(hfa)₃(DPPPO) and Eu(hfa)₃(DPBTPO) provide characteristic distorted, capped square antiprism structures with nine-coordinate oxygen atoms. The emission properties related to the electronic transition were characterized by the emission spectra, the emission quantum yields, the emission lifetimes, and the radiative and non-radiative rate constants Eu^III complexes with tridentate phosphine oxide ligands offer relatively high emission quantum yields (> 60% in [D₆]acetone) due to their low-sym. and low-frequency vibrational structures. The elec. dipole transition intensities in the emission spectra depend on the chem. structures of tridentate phosphine oxides. The characteristic photophys. properties of polyhedral f-block metal complexes, nine-coordinate Eu^III complexes with tridentate phosphine oxide, are demonstrated for the first time. (© Wiley-VCH Verlag GmbH and Co. KGaA, 69451 Weinheim, Germany, 2009). In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Name: 2,3-Dibromobenzo[b]thiophene).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Name: 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Reversible light-driven magnetic switching of salen cobalt complex was written by Wan, Song;Li, Mengqi;Zhang, Zhipeng;Xi, Hancheng;Yang, Hong;Luo, Qianfu;Zhu, Wei-Hong. And the article was included in Science China: Chemistry in 2020.Application of 10243-15-9 This article mentions the following:

Spin-crossover (SCO) metal complexes are expected to be widely used in data storage materials, display devices and sensors. Although a lot of spin-crossover photoswitches have been developed, the reversible photomodulation cases that work at room temperature are limited. Herein, a novel cobalt complex o-1-Co(II) wherein the salen unit bridges with bis-diarylethene has been designed as switch to construct “off-on” logic operation at room temperature The complex o-1-Co(II) displays an abrupt, reversible and hysteretic spin crossover (T1/2↓=166 K, T1/2←=177 K, and ΔT1/2=11 K) between the high-spin (HS) and low-spin (LS) states. Meanwhile, photocyclization of o-1-Co(II) with UV light produces a photoresponsive closed form c-1-Co(II), which always stays at low-spin without SCO at all. Moreover, the magnetic switching of the complex can also be achieved with redox reactions between Co(II) and Co(III). In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Application of 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Application of 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photochromic kinetics of diarylethene bearing azido moiety in solution and in PMMA amorphous film was written by Ma, Lele;Xia, Shuijun;Liu, Gang. And the article was included in Applied Mechanics and Materials in 2014.Safety of 3-Bromo-2-methylbenzo[b]thiophene This article mentions the following:

A new photoinduced fluorescent switch based on a photochromic diarylethene, 1-(2-methyl-3-benzothiophenyl)-2-[2-methyl-5-(4-azidomethylphenyl)-3-thienyl]perfluorocyclopentene was synthesized and its photochromism was investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to purple upon irradiation with UV light both in solution and in PMMA amorphous film. In acetonitrile, the open-ring isomer of the diarylethene 1o exhibited relatively strong fluorescence at 473 nm when excited at 320 nm. The results demonstrated that the diarylethene can be also functioned as a fluorescence switch. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Safety of 3-Bromo-2-methylbenzo[b]thiophene).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) 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 zileuton, raloxifene, and sertaconazole, and also BTCP.Safety of 3-Bromo-2-methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Substitution reactions of benzo[b]thiophen derivatives. I. Bromination and nitration of 2,3-dibromobenzo[b]thiophen and its 5-methyl derivative was written by Cooper, J.;Ewing, D. F.;Scrowston, R. M.;Westwood, R.. And the article was included in Journal of the Chemical Society [Section] C: Organic in 1970.Reference of 6287-82-7 This article mentions the following:

Bromination of 2,3-dibromobenzo[b]thiophene in CHCl3 or AcOH gives the 2,3,6-tribromo derivative; nitration gives a mixture of 2,3,6-tribromo- (25%), 2,3,4-tribromo- (3%), 2,3-dibromo-6-nitro- (32%), and 2,3-dibromo-4-nitrobenzo[b]thiophene (36%). Analogous results are obtained for the bromination and nitration of 2,3-dibromo-5-methylbenzo[b]thiophene, except that the presence of the 5-methyl group increases the proportion of the 4-substituted product in each case. The structures assigned are supported by a detailed anal. of their 1H NMR spectra. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Reference of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. 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.Reference of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Reductive dehalogenation with sodium hydrazide and hydrazine was written by Kauffmann, Th.;Henkler, H.;Zengel, H.. And the article was included in Angewandte Chemie in 1962.Product Details of 6287-82-7 This article mentions the following:

Aromatic halides react rapidly in benzene or Et₂O solution with excess NaNHNH₂ and H₂NNH₂ (halide, reaction temperature, product, and % yield given): mesityl bromide, 25°, mesitylene, 82; o-(m-, p-)bromoanisole, 20°, anisole, 58 (30, 38); 1(2)-bromonaphthalene, 0°, naphthalene, 75 (52); 1(2)-chloronaphthalene, 0°, naphthalene, 65 (75); 1(2)-fluoronaphthalene, 25° (0°), naphthalene, 39 (60); 9-bromoanthracene, 0°, anthracene, 90; 2,3-dibromocumarone, 0°, cumarone, 85; 2,3-dibromothionaphthene, 45°, thionaphthene, 74; 4-bromoisoquinoline, 0°, isoquinoline, 57; 1-chloroferrocene, 30°, ferrocene, 97. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Product Details of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) 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.Product Details of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem