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Simple Nickel Salts for the Amination of (Hetero)aryl Bromides and Iodides with Lithium Bis(trimethylsilyl)amide

Recent developments in the chemistry of C-N bond formation and the synthesis of anilines have allowed for the use of first-row transition metals to catalyze these transformations. Much of the progress in this area has been driven by comprehensive screening for privileged/tailored ligands, which can be costly and not readily available in a research laboratory setting. In this communication we report a protocol in which simple nickel salts catalyze the C-N cross-coupling reaction between (hetero)aryl bromides and iodides with lithium bis(trimethylsilyl)amide without the need for any additive ligand. This method is amenable to low nickel catalyst loadings (1%) as well as gram-scale reactions. Because of the good functional group tolerance and compatibility with heterocyclic moieties, this method is useful for academic laboratory settings where access to tailored ligands and noble-metal catalysts could be challenging.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 6287-82-7

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Synthetic Route of 6287-82-7, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.6287-82-7, Name is 2,3-Dibromobenzo[b]thiophene, molecular formula is C8H4Br2S. In a Article£¬once mentioned of 6287-82-7

10. The Diyne Reaction of 3,3?-Bis(phenylethynyl)-2,2?-bithiophene Derivatives via Rhodium Complexes: A Novel Approach to Condensed Benzo[2,1-b:3,4b’]dithiophenes

The syntheses of benzo-fused benzo[2,1-b:3,4-b’]dithiophenes 1 and benzo[2,1-b:3,4-b’:5,6-c?]trithiophenes 2 are described. The treatment of easily available 3,3?-bis(phenylethynyl)-2,2?-bithiophene derivatives 5a and 6 (via PdII-catalyzed alkynylation of the corresponding 3,3?-dibromo-2,2?-bithiophenes; see Scheme 1) with chlorotris(triphenylphosphine)rhodium(I) yields the corresponding cyclic rhodium complexes 7 (Scheme 2) which smoothly react with acetylenes and sulfur to give 1 and 2 in good yields (Schemes 3-5).

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Can You Really Do Chemisty Experiments About 7-Chloro-1-benzothiophene-2-carboxylic acid

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7-Substituted Benzothiophenes and 1,2-Benzisothiazoles. Part 2. Chloro and Nitro Derivatives

The 7-chloro and 7-nitro derivatives of benzothiophene and 1,2-benzisothiazole have been prepared from readily available precursors, which for each substituent are common to both ring systems. 7-Chlorobenzothiophene has been obtained from 3-chloro-2-mercaptobenzoic acid via 7-chlorobenzothiophen-3(2H)-one, or from 2,3-dichlorobenzaldehyde, either via beta-(2,3-dichlorophenyl)-alpha-mercaptoacrylic acid (16) or, preferably, via 7-chlorobenzothiophene-2-carboxylic acid.Hexamethylphosphoric triamide is a particularly useful solvent in which to effect the selective nucleophilic replacement of the 2-chloro substituent in 2,3-dichlorobenzaldehyde. 7-Chloro-1,2-benzisothiazole is available by treatment of 3-chloro-2-mercaptobenzaldehyde with chloramine (57percent), or by heating 2,3-dichlorobenzaldehyde with sulphur and aqueous ammonia (46percent). 7-Nitrobenzothiophene has been obtained by treatment of 2-bromo-3-nitrobenzaldehyde with mercaptoacetic acid under alkaline conditions, followed by decarboxylation of the resulting 2-carboxylic acid.Cyclisation of 2-(n- or t-butylthio)-3-nitrobenzaldoxime with polyphosphoric acid gives 7-nitro-1,2-benzisothiazole in high yield. 3-Nitro-2-t-bytylthiobenzaldehyde behaves unexpectedly with chloramine, to give what is believed to be 7-nitro-2-t-butyl-1,2-benzothiazolium chloride (24) (73percent).

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Archives for Chemistry Experiments of Benzo[b]thiophen-5-ol

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Electric Literature of 19301-35-0, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.19301-35-0, Name is Benzo[b]thiophen-5-ol, molecular formula is C8H6OS. In a Article£¬once mentioned of 19301-35-0

Synthesis of new 5-substitutedbenzo[b]thiophene derivatives

Previous works of our group have dealt with the synthesis of 1-(aryl)-3-[4-(aryl)piperazin-1-yl]propane derivatives in the search for new and efficient antidepressants with a dual mode of action: serotonin reuptake inhibition and 5-HT1A receptor afinity [1-4]. From these studies we concluded that the 3-[4-(aryl)piperazin-1-yl]-l-(benzo[b]thiophen-3-yl)propane derivatives led to the best results. The continuation of this research project required the preparation of some new 3-acyl-5-substituted benzo[b]thiophenes with a wide variety of substituents at the 5 position, ranging from nitro to hydroxyl derivatives. To obtain these derivatives we acylated the corresponding 5-substituted benzo[b]thiophenes when it was possible.

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BICYCLIC COMPOUND

Provided is a bicyclic compound having an acetyl-CoA carboxylase inhibitory action. A compound represented by the formula: wherein each symbol is as described in the DESCRIPTION, or a salt thereof has an acetyl-CoA carboxylase inhibitory action, is useful for the prophylaxis or treatment of cancer, inflammatory diseases and the like, and has superior efficacy.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Top Picks: new discover of 4-Methylbenzo[b]thiophene

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Related Products of 14315-11-8, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.14315-11-8, Name is 4-Methylbenzo[b]thiophene, molecular formula is C9H8S. In a Article£¬once mentioned of 14315-11-8

Adsorptive desulfurization of diesel on activated carbon and nickel supported systems

Adsorptive desulfurization (ADS) process was studied for the refractory sulfur compounds viz., dibenzothiophene (DBT), 4-methylbenzothiophene (4MDBT) and 4,6-dimethyl-dibenzothiophene (4,6-DMDBT) present in diesel fuel (Gas oil). Two commercially available activated carbons A and B and modified forms of the same by HNO3 treatment and Ni supported systems were used for the adsorption studies. The modified activated carbon samples A and B showed better adsorption capacity when compared with that of as received activated carbon samples and metal supported systems.

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Morita-Baylis-Hillman route to dimethyl 2,3-Dihydrobenzo[b]oxepine-2,4- dicarboxylates and Methyl 2-(2-carbomethoxybenzo[b]furan-3-yl)propanoates from salicylaldehydes

A new synthetic method for dimethyl 2,3-dihydrobenzo[b]oxepine-2,4- dicarboxylates and methyl 2-(2- carbomethoxybenzo[b]furan-3-yl)propanoates by an intramolecular conjugate displacement reaction or an SN2 reaction of acetates of Morita-Baylis-Hillman adducts of methyl (2-formylphenoxy)acetates has been described.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

The important role of 1-(3-Chlorobenzo[b]thiophen-2-yl)-N-methylmethanamine hydrochloride

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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Safety of 1-(3-Chlorobenzo[b]thiophen-2-yl)-N-methylmethanamine hydrochloride, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 132740-14-8, Name is 1-(3-Chlorobenzo[b]thiophen-2-yl)-N-methylmethanamine hydrochloride, molecular formula is C10H11Cl2NS

PREPARATIVE SYNTHESIS OF BENZOTHIO(SELENO;TELLURO)PHENE DERIVATIVES

A preparative synthesis of aminomethyl derivatives of benzothio(seleno,telluro)phenes and their hydrohalides by the reaction of sulfur, selenium, and tellurium halides with 1-phenylpropynamines was developed.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Electric Literature of 63675-74-1, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.63675-74-1, Name is 6-Methoxy-2-(4-methoxyphenyl)-1-benzothiophene, molecular formula is C16H14O2S. In a Article£¬once mentioned of 63675-74-1

An efficient one-pot synthesis of substituted 2-arylbenzo[b]thiophene derivatives

This communication describes an efficient one-pot procedure for the synthesis of 2-arylbenzo[b]thiophene derivatives via reaction of o-halo or nitro aryl carbonyl compounds with benzyl mercaptans in the presence of an excess of anhydrous K2CO3 at elevated temperature.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Reference of 6287-82-7, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 6287-82-7, Name is 2,3-Dibromobenzo[b]thiophene, molecular formula is C8H4Br2S. In a Article£¬once mentioned of 6287-82-7

The first five-membered-heterocycle-fused subphthalocyanine analogues: Chiral Tri(Benzo [b] Thiopheno)subporphyrazines

Two tri(benzo[b]thiopheno)subporphyrazine regioisomers with C3 and C1 molecular symmetry have been isolated from the cyclotrimerization of benzo[b]thiophene-2,3-dicarbonitrile as the first five-membered-heterocycle-fused subphthalocyanine analogues. Optical resolution of both regioisomers was achieved by using a chiral HPLC technique, affording the first chiral subphthalocyanine analogues.

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