Tag: M.W=150-200

Wang, Xin published the artcilePalladium-Catalyzed Desymmetric Intermolecular C-N Coupling Enabled by a Chiral Monophosphine Ligand Derived from Anthracene Photodimer, Computed Properties of 177735-30-7, the publication is Organic Letters (2021), 23(14), 5485-5490, database is CAplus and MEDLINE.

An anthracene-photodimer-derived chiral monophosphine ligand I, which features dual chirality and a rigid scaffold was presented. This ligand exhibited remarkable efficiency in Pd-catalyzed desym. intermol. C-N coupling under mild conditions with excellent chemo- and enantioselectivity.

Organic Letters published new progress about 177735-30-7. 177735-30-7 belongs to benzothiophene, auxiliary class Boronic acid and ester,Benzothiophene,Boronic Acids,Boronic acid and ester, name is (1-Benzothiophen-4-yl)boronic acid, and the molecular formula is C8H8O3, Computed Properties of 177735-30-7.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Ozaki, Kyohei published the artcileAnnulative π-extension (APEX) of heteroarenes with dibenzosiloles and dibenzogermoles by palladium/o-chloranil catalysis, Recommanded Product: 5-(tert-Butyl)benzo[b]thiophene, the publication is Organic Letters (2017), 19(7), 1930-1933, database is CAplus and MEDLINE.

Annulative π-extension (APEX) reactions of heteroarenes are described herein. A catalytic system comprising a cationic palladium species and o-chloranil using dimethyldibenzosiloles as π-extending agents enabled the extension of the π-system of benzo[b]thiophenes. π-Extended dibenzofurans and carbazoles could also be obtained from benzofuran and N-tosylindole, resp., with dimethyldibenzogermole as a germanium-based π-extending agent. Mechanistic investigations indicated two possible reaction pathways involving carbopalladation-based double C-H arylation of benzothiophene or formal cycloaddition/oxidation cascades.

Organic Letters published new progress about 17515-00-3. 17515-00-3 belongs to benzothiophene, auxiliary class 5.6_Aromatics,Benzothiophens, name is 5-(tert-Butyl)benzo[b]thiophene, and the molecular formula is C12H14S, Recommanded Product: 5-(tert-Butyl)benzo[b]thiophene.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Mu, Delong published the artcileEnantioselective synthesis of acyclic monohydrosilanes by steric hindrance assisted C-H silylation, Product Details of C12H14S, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(53), 7388-7391, database is CAplus and MEDLINE.

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.

Chemical Communications (Cambridge, United Kingdom) published new progress about 17515-00-3. 17515-00-3 belongs to benzothiophene, auxiliary class 5.6_Aromatics,Benzothiophens, name is 5-(tert-Butyl)benzo[b]thiophene, and the molecular formula is C12H14S, Product Details of C12H14S.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Li, Zhao published the artcileCombined Dynamic Kinetic Resolution and C-H Functionalization for Facile Synthesis of Non-Biaryl-Atropisomer-Type Axially Chiral Organosilanes, Application of (1-Benzothiophen-4-yl)boronic acid, the publication is Chemistry – A European Journal (2021), 27(13), 4336-4340, database is CAplus and MEDLINE.

Although asym. C-H functionalization was available for the synthesis of structurally diverse mols., catalytic dynamic kinetic resolution (DKR) approaches to change racemic stereogenic axes remain synthetic challenges in this field. Here, a concise Pd-catalyzed DKR was combined with C-H functionalization involving olefination and alkynylation for the highly efficient synthesis of nonbiaryl-atropisomer-type (NBA) axially chiral organosilanes. The chem. proceeded through two different and distinct DKR: 1st, an atroposelective C-H olefination or alkynylation produced axially chiral vinylsilanes or alkynylsilanes as a new family of nonbiaryl atropisomers (NBA), and 2nd, the extension of this DKR strategy to 2-fold o,o’-C-H functionalization led to the multifunctional axially chiral organosilicon compounds with up to >99% ee.

Chemistry – A European Journal published new progress about 177735-30-7. 177735-30-7 belongs to benzothiophene, auxiliary class Boronic acid and ester,Benzothiophene,Boronic Acids,Boronic acid and ester, name is (1-Benzothiophen-4-yl)boronic acid, and the molecular formula is C8H7BO2S, Application of (1-Benzothiophen-4-yl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Akay, Senol published the artcileSynthesis and evaluation of dual wavelength fluorescent benzo[b]thiophene boronic acid derivatives for sugar sensing, Recommanded Product: (1-Benzothiophen-4-yl)boronic acid, the publication is Chemical Biology & Drug Design (2007), 70(4), 279-289, database is CAplus and MEDLINE.

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.

Chemical Biology & Drug Design published new progress about 177735-30-7. 177735-30-7 belongs to benzothiophene, auxiliary class Boronic acid and ester,Benzothiophene,Boronic Acids,Boronic acid and ester, name is (1-Benzothiophen-4-yl)boronic acid, and the molecular formula is C8H7BO2S, Recommanded Product: (1-Benzothiophen-4-yl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Akay, Senol published the artcileSynthesis and evaluation of dual wavelength fluorescent benzo[b]thiophene boronic acid derivatives for sugar sensing, Recommanded Product: Benzo[b]thiophen-7-ylboronic acid, the publication is Chemical Biology & Drug Design (2007), 70(4), 279-289, database is CAplus and MEDLINE.

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.

Chemical Biology & Drug Design published new progress about 628692-17-1. 628692-17-1 belongs to benzothiophene, auxiliary class Boronic acid and ester,Benzothiophene,Benzothiophene,Boronic Acids,Boronic Acids,Boronic acid and ester, name is Benzo[b]thiophen-7-ylboronic acid, and the molecular formula is C8H7BO2S, Recommanded Product: Benzo[b]thiophen-7-ylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Chapman, Norman Bellamy published the artcilePharmacologically active benzo[b]thiophene derivatives. IV. 5- and 6-Alkyl derivatives with an N-alkyl-N-(2-chloroethyl)aminomethyl group in the 3-position, Product Details of C12H14S, the publication is Journal of the Chemical Society [Section] C: Organic (1968), 514-17, database is CAplus and MEDLINE.

3-Chloromethylbenzo[b]thiophene reacted with N-ethyl-, N-isopropyl-, N-butyl-, N-tert-butyl, or N-benzylethanolamine to give the corresponding N-alkyl – N – (2 – hydroxyethyl) – 3 – aminomethylbenzo[b]thiophene derivatives With SOCl2 in dry CHCl3 these amino alcs. gave the corresponding N-alkyl-N-(2-chloroethyl)-3-aminomethylbenzo[b]thiophene hydrochlorides. A similar range of compounds was obtained from 5- or 6-methylbenzo[b]thiophene but only the N-Et derivative was prepared from 5-ethyl-, 5-isopropyl-, or 5-tert – butylbenzo[b]thiophene. N,N – Bis(2 – hydroxyethyl) – 3-aminomethylbenzo[b]thiophene and its 5-Et derivative were also prepared and converted into the corresponding nitrogen mustards. These compounds were evaluated pharmacol., with special emphasis on their anti-5HT and antitumor activity.

Journal of the Chemical Society [Section] C: Organic published new progress about 17515-00-3. 17515-00-3 belongs to benzothiophene, auxiliary class 5.6_Aromatics,Benzothiophens, name is 5-(tert-Butyl)benzo[b]thiophene, and the molecular formula is C12H14S, Product Details of C12H14S.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Chapman, Norman Bellamy published the artcileProton magnetic resonance spectra of some benzo[b]thiophene derivatives, HPLC of Formula: 17515-00-3, the publication is Journal of the Chemical Society [Section] C: Organic (1968), 764-9, database is CAplus.

Attempts are made to correlate the chem. shifts in the 100 Mc./sec. 1H N.M.R. spectra of 42 benzo[b]thiophene derivatives with the substituents present in the mol., and the relations are rationalized where possible. Coupling constants are also recorded, and their dependence on bond order and on other factors is discussed. The changes in the chem. shifts and coupling constants when the benzo[b]thiophenes are oxidized to the 1,1-dioxides are recorded and discussed. 43 references.

Journal of the Chemical Society [Section] C: Organic published new progress about 17515-00-3. 17515-00-3 belongs to benzothiophene, auxiliary class 5.6_Aromatics,Benzothiophens, name is 5-(tert-Butyl)benzo[b]thiophene, and the molecular formula is C12H14S, HPLC of Formula: 17515-00-3.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Matsuoka, Wataru published the artcileRapid Access to Nanographenes and Fused Heteroaromatics by Palladium-Catalyzed Annulative π-Extension Reaction of Unfunctionalized Aromatics with Diiodobiaryls, Name: 5-(tert-Butyl)benzo[b]thiophene, the publication is Angewandte Chemie, International Edition (2017), 56(40), 12224-12228, database is CAplus and MEDLINE.

Efficient and rapid access to nanographenes and π-extended fused heteroaromatics is important in materials science. Herein, we report a palladium-catalyzed efficient one-step annulative π-extension (APEX) reaction of polycyclic aromatic hydrocarbons (PAHs) and heteroaromatics, producing various π-extended aromatics In the presence of a cationic Pd complex, triflic acid, silver pivalate, and diiodobiaryls, diverse unfunctionalized PAHs and heteroaromatics were directly transformed into larger PAHs, nanographenes, and π-extended fused heteroaromatics in a single step. In the reactions that afford [5]helicene substructures, simultaneous dehydrogenative ring closures occur at the fjord regions to form unprecedented larger nanographenes. This successive APEX reaction is notable as it stiches five aryl-aryl bonds by C-H functionalization in a single operation. Moreover, the unique mol. structures, crystal-packing structures, photophys. properties, and frontier MOs of the thus-formed nanographenes were elucidated.

Angewandte Chemie, International Edition published new progress about 17515-00-3. 17515-00-3 belongs to benzothiophene, auxiliary class 5.6_Aromatics,Benzothiophens, name is 5-(tert-Butyl)benzo[b]thiophene, and the molecular formula is C12H14S, Name: 5-(tert-Butyl)benzo[b]thiophene.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem

Wu, Yingtao published the artcileSynthesis of Axially Chiral Aldehydes by N-Heterocyclic-Carbene-Catalyzed Desymmetrization Followed by Kinetic Resolution, Name: Benzo[b]thiophen-7-ylboronic acid, the publication is Angewandte Chemie, International Edition (2022), 61(14), e202117340, database is CAplus and MEDLINE.

Herein an NHC-catalyzed atroposelective esterification of biaryl dialdehydes as a general and practical strategy for the construction of axially chiral aldehydes I [Ar = Ph, 1-naphthyl, 9-phenanthryl, etc.; R¹ = Et, CH₂CF₃, cyclopropyl, etc.] was described. Mechanistic studies indicated that coupling proceeds through a novel combination of NHC-catalyzed desymmetrization of the dialdehydes and kinetic resolution This protocol featured excellent enantioselectivity, mild conditions, good functional-group tolerance and applicability to late-stage functionalization and provided a modular platform for the synthesis of axially chiral aldehydes and their derivatives

Angewandte Chemie, International Edition published new progress about 628692-17-1. 628692-17-1 belongs to benzothiophene, auxiliary class Boronic acid and ester,Benzothiophene,Benzothiophene,Boronic Acids,Boronic Acids,Boronic acid and ester, name is Benzo[b]thiophen-7-ylboronic acid, and the molecular formula is C12H14O2, Name: Benzo[b]thiophen-7-ylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Benzothiophene,
Benzothiophene | C8H6S – PubChem