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Palladium-catalyzed difluoromethylation of heteroaryl chlorides, bromides and iodides

A palladium-catalyzed difluoromethylation of a series of heteroaryl chlorides, bromides and iodides under mild conditions is described. A wide range of heteroaryl halides such as pyridyl, pyrimidyl, pyrazyl, funanyl, thienyl, pyazolyl, imidazolyl, thiazolyl, and oxazolyl halides were efficiently difluoromethylated, thus providing medicinal chemists an alternative choice for the preparation of drug candidates with the difluoromethylated heteroarene unit.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Synthesis of N-(Hetero)aryl Carbamates via CuI/MNAO Catalyzed Cross-Coupling of (Hetero)aryl Halides with Potassium Cyanate in Alcohols

An efficient route to N-(hetero)aryl carbamates was developed through CuI/MNAO [2-((2-methylnaphthalen-1-yl)amino)-2-oxoacetic acid] catalyzed cross-coupling of (hetero)aryl chlorides with potassium cyanate in alcohols at 120-130 C. This method utilizes broadly available substrates to afford various N-(hetero)aryl carbamates in good to excellent yields. Moreover, (hetero)aryl bromides and (hetero)aryl iodides were also reacted at low catalyst loadings and relatively low temperatures to provide N-(hetero)aryl carbamates.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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The synthesis of functionalised diaryltetraynes and their transport properties in single-molecule junctions

The synthesis and characterisation is described of six diaryltetrayne derivatives [Ar-(C?C)4-Ar] with Ar=4-NO2-C 6H4- (NO24), 4-NH(Me)C6H 4- (NHMe4), 4-NMe2C6H4- (NMe 24), 4-NH2-(2,6-dimethyl)C6H4- (DMeNH24), 5-indolyl (IN4) and 5-benzothienyl (BTh4). X-ray molecular structures are reported for NO24, NHMe4, DMeNH24, IN4 and BTh4. The stability of the tetraynes has been assessed under ambient laboratory conditions (20 C, daylight and in air): NO24 and BTh4 are stable for at least six months without observable decomposition, whereas NHMe4, NMe24, DMeNH24 and IN4 decompose within a few hours or days. The derivative DMeNH24, with ortho-methyl groups partially shielding the tetrayne backbone, is considerably more stable than the parent compound with Ar=4-NH2C6H4 (NH24). The ability of the stable tetraynes to anchor in Au|molecule|Au junctions is reported. Scanning-tunnelling-microscopy break junction (STM-BJ) and mechanically controllable break junction (MCBJ) techniques are employed to investigate single-molecule conductance characteristics. Lay anchor: Oligoynes with a range of terminal functional groups, for example, benzo[b]thiophene (BTh4; see figure) have been synthesised. The charge transport characteristics of oligoynes in single-molecular junctions anchored between gold electrodes were studied. With careful choice of the anchor group oligoynes are shown to be a viable family of stable molecular wires for molecular-electronics applications.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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N-Trifluoromethylthio-dibenzenesulfonimide: A Shelf-Stable, Broadly Applicable Electrophilic Trifluoromethylthiolating Reagent

The super electrophilicity of a shelf-stable, easily prepared trifluoromethylthiolating reagent N-trifluoromethylthio-dibenzenesulfonimide 7 was demonstrated. Consistent with the theoretical prediction, 7 exhibits reactivity remarkably higher than that of other known electrophilic trifluoromethylthiolating reagents. In the absence of any additive, 7 reacted with a wide range of electron-rich arenes and activated heteroarenes under mild conditions. Likewise, reactions of 7 with styrene derivatives can be fine-tuned by simply changing the reaction solvents to generate trifluoromethylthiolated styrenes or oxo-trifluoromethylthio or amino-trifluoromethylthio difunctionalized compounds in high yields.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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New squarylium derivative, and organic thin-film solar cell (by machine translation)

[A] without changing the energy level, improving the carrier mobility of a thin film state, and further improve the fill factor (FF) new squarylium derivative of improving energy conversion efficiency. Also, the novel squarylium derivative of donor material and organic thin film solar cell. [Solution] (1) Derivatives represented by the general formula squalirium. (In the general formula (1), R1 And R2 Is, independently, the number of carbon atoms or a branched aliphatic substituents 4, R3 – R6 Is, independently, a hydrogen atom, aliphatic group or aromatic substituents, R3 And R4 , Or, R5 And R6 Each ring may be coupled together to form, X1 X and2 Is, each independently, represent – O – or – S -. )[Drawing] no (by machine translation)

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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FUSED HETEROCYCLE DERIVATIVE, MEDICINAL COMPOSITION CONTAINING THE SAME, AND MEDICINAL USE THEREOF

The present invention provides fused heterocyclic derivatives represented by the following general formula (I) or pharmaceutically acceptable salts thereof, or prodrugs thereof, which exhibit an inhibitory activity in human SGLT and are useful as agents for the prevention or treatment of a disease associated with hyperglycemia such as diabetes, postprandial hyperglycemia, impaired glucose tolerance, diabetic complications or obesity, in the formula R1 to R4 represent H, OH, an amino group, etc.; R5 and R6 represent H, OH, a halogen atom, an optionally substituted alkyl group, etc. ; Q represents alkylene, alkenylene, etc.; ring A represents an aryl group or a heteroaryl group; the following ring (R1) represents a group represented by the following ring (R2); G represents a group represented by the following general formula (G-1) or (G-2) (E1 represents H, F or OH; and E2 represents H, F, a methyl group, etc.), and pharmaceutical compositions comprising the same, and pharmaceutical uses thereof.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Study on the Heck reaction promoted by carbene adduct of cyclopalladated ferrocenylimine and the related reaction mechanism

Carbene adduct of cyclopalladated ferrocenylimine has been successfully applied to Heck reaction of various aryl bromides with olefins. On the basis of kinetic studies, in situ 13C NMR spectra investigations and Hg poisoning experiments, it was proposed that the Heck reaction catalyzed by carbene adduct of cyclopalladated ferrocenylimine proceeded through a classical Pd(0)/Pd(II) cycle and such palladacycle was only a reservoir of the catalytically active Pd(0) species.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Magnesium promoted autocatalytic dehydrogenation of amine borane complexes: A reliable, non-cryogenic, scalable access to boronic acids

Owing to the unusual reactivity of dialkylamine-borane complexes, a methodology was developed to simply access boronic acids. The intrinsic instability of magnesium aminoborohydride was tweaked into a tandem dehydrogenation borylation sequence. Proceeding via an autocatalytic cycle, amineborane dehydrogenation was induced by a variety of Grignard reagents. Overall, addition of the organomagnesium species onto specially designed dialkylamine-borane complexes led to a variety of boronic acids in high yields. In addition, the reaction can be performed under Barbier conditions, on a large scale.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Ligandless copper-catalyzed coupling of heteroaryl bromides with gaseous ammonia

A range of different N- and S-containing heterocyclic bromides can be efficiently coupled with gaseous ammonia in the presence of copper(II) acetylacetonate [Cu(acac)2] as catalyst and in the absence of additional ligands. Unstable aminothiophenes and aminobenzothiophenes can be further reacted in situ to afford functionalized derivatives. Copyright

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Annulative pi-Extension (APEX) of Heteroarenes with Dibenzosiloles and Dibenzogermoles by Palladium/o-Chloranil Catalysis

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

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem