Final Thoughts on Chemistry for 5-Aminobenzothiophene

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Mild and highly selective palladium-catalyzed monoarylation of ammonia enabled by the use of bulky biarylphosphine ligands and palladacycle precatalysts

A method for the Pd-catalyzed arylation of ammonia with a wide range of aryl and heteroaryl halides, including challenging five-membered heterocyclic substrates, is described. Excellent selectivity for monoarylation of ammonia to primary arylamines was achieved under mild conditions or at rt by the use of bulky biarylphosphine ligands (L6, L7, and L4) as well as their corresponding aminobiphenyl palladacycle precatalysts (3a, 3b, and 3c). As this process requires neither the use of a glovebox nor high pressures of ammonia, it should be widely applicable.

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

 

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Hydrogen-deuterium exchange reactions of aromatic compounds and heterocycles by NaBD4-activated rhodium, platinum and palladium catalysts

Conventional thermal and microwave conditions were compared for hydrogen-deuterium (H/D) exchange reactions of aminobenzoic acids catalysed by NaBD4-activated Pd/C or RhCl3 with D2O as the deuterium source. We also investigated different NaBD4-activated metal catalysts (including Pd/C, RhCl3 and Pt/C) under microwave conditions for an efficient H/D exchange of aromatic and hetero cyclic compounds. Even higher deuterium incorporations were obtained for Pd/C and Pt/C catalyst mixtures due to the previously observed synergistic effect. Finally, we have applied these optimised conditions for one-step syntheses of the MS standards of several pharmaceutically active compounds.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Can You Really Do Chemisty Experiments About 5-Aminobenzothiophene

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Tetrahydro-3: H -pyrazolo[4,3- a] phenanthridine-based CDK inhibitor

Cyclin-dependent kinases have emerged as important targets for cancer therapy. HSD992, containing a novel scaffold based on the tetrahydro-3H-pyrazolo[4,3-a]phenanthridine core, inhibits CDK2/3 but not other CDKs and also potently inhibits several cancer cell lines.

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

 

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Palladium-catalyzed amination of aryl chlorides and bromides with ammonium salts

We report the palladium-catalyzed coupling of aryl halides with ammonia and gaseous amines as their ammonium salts. The coupling of aryl chlorides and ortho-substituted aryl bromides with ammonium sulfate forms anilines with higher selectivity for the primary arylamine over the diarylamine than couplings with ammonia in dioxane. The resting state for the reactions of aryl chlorides is different from the resting state for the reactions of aryl bromides, and this change in resting states is proposed to account for a difference in selectivities for reactions of the two haloarenes.

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

 

Final Thoughts on Chemistry for 5-Aminobenzothiophene

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A synthetic method of the compound aromatic amines (by machine translation)

The invention discloses a method for synthesizing aromatic amine compound, characterized in that in accordance with the following two kinds of methods in any method for carrying out: method a: will have the general formula (I) of the alkyl aromatic compound having the general formula (II) with the nitrogen containing compound mixed, oxidizing agent and organic solvent in the presence of reaction under the condition of having the general formula (III) of the aromatic amine compound; the second method: will have the general formula (I ‘) of the aromatic alcohol derivatives having the general formula (II) with the nitrogen containing compound mixed, in the acid additive and the presence of organic solvent prepared through the reaction of the formula (III) of the aromatic amine compound. The invention of the first use of the bulk of the alkyl aromatic compound or aromatic alcohol derivatives as raw materials, under the action of the non-metal catalytic, produced by the reaction of aromatic amine compound, compared with the traditional synthetic method with high yield, condition is simple, less waste emissions, does not need metal involved in, the reaction apparatus is simple, easy to industrial production and the like, therefore, has a wide application. (by machine translation)

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

 

Final Thoughts on Chemistry for 5-Aminobenzothiophene

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

 

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Selective palladium-catalyzed aminocarbonylation of 1,3-dienes: Atom-efficient synthesis of beta,gamma-unsaturated amides

Carbonylation reactions constitute important methodologies for the synthesis of all kinds of carboxylic acid derivatives. The development of novel and efficient catalysts for these transformations is of interest for both academic and industrial research. Here, the first palladium-based catalyst system for the aminocarbonylation of 1,3-dienes is described. This atom-efficient transformation proceeds under additive-free conditions and provides straightforward access to a variety of beta,gamma-unsaturated amides in good to excellent yields, often with high selectivities.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source

Various sulfonamides have been synthesized from triazenes and sulfur dioxide. In the presence of just a catalytic amount of BF3¡¤ OEt2, a series of 1-aryl-triazenes were converted into sulfonyl hydrazines in good to excellent yields. When using CuCl2 as the catalyst, the corresponding sulfonamides can be produced from the 1-aryl triazenes in good yields. This journal is the Partner Organisations 2014.

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

 

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Electroreduction of 1-methyl 5-nitroindole, 5-nitrobenzofurane, and 5-nitrobenzothiophene in acidic and basic hydroorganic media: Generation and trapping of iminoquinone-type intermediates and electrosynthesis of ring-substituted amino derivatives

Preparative electrolysis of 1-methyl-5-nitroindole (1b, X = NCH 3), 5-nitrobenzofurane (1c, X = O), and 5-nitrobenzothiophene (1d, X = S) at Hg, in acidic hydromethanolic media, leads to the formation of the corresponding 4-substituted amino derivatives 5, which result from the 100% regioselective addition to iminoquinone-type intermediate 4 of methanol or of any other good nucleophile present in the electrolytic solution. In acidic medium, the iminoquinonium intermediates 4b and 4c were trapped in a cycloaddition reaction with cyclopentadiene added to the electrolysis medium. The regiochemistry of the nucleophilic addition is discussed in light of AM1 calculations.

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

 

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BENZOTHIADIAZINE COMPOUNDS

The invention is directed to substituted benzothiadiazine derivatives. Specifically, the invention is directed to compounds according to Formula (I):wherein R, R1, R2, R3, R4 and R5 are as defined herein. The compounds of the invention are inhibitors of CD73 and can be useful in the treatment of cancer, pre-cancerous syndromes and diseases associated with CD73 inhibition, such as AIDS, autoimmune diseases, infections, atherosclerosis, and ischemia-reperfusion injury. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting CD73 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

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