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Various aromatic bromides were treated with n-BuLi and subsequently with ethyl formate, followed by the reaction with ethanol and molecular iodine in the presence of K2CO3 to provide the corresponding aromatic ethyl esters in good yields. Moreover, aromatic bromides could be transformed into the corresponding aromatic methyl esters in good yields by the treatment with n-BuLi and subsequently with DMF, followed by the reaction with methanol, molecular iodine, and K2CO3. Some aromatics could be also converted into the corresponding aromatic esters in good yields by the treatment with n-BuLi, and subsequently with ethyl formate or DMF, followed by the reaction with molecular iodine and K2CO3. The present reactions offer a novel route for the transition-metal-free, carbon-monoxide-free, and therefore environmentally benign one-pot conversion of aromatic bromides and aromatics into aromatic esters.

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Reference:
Benzothiophene – Wikipedia,
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In situ generated lanthanum(iii) nitrate alkoxide is a highly active and nearly neutral transesterification catalyst, which can promote non-epimerized transesterification of alpha-substituted chiral carboxylic esters under reflux conditions.

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The invention relates to novel 2-heteroaryl carboxamides and to the use thereof for producing medicaments for the treatment and/or prophylaxis of diseases and for improving perception, concentration, learning and/or memory.

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New compounds of the formula (I) STR1 in which R1 -R6 have the meanings given in the description, their preparation and use in plant protection, the protection of materials and in the field of human and veterinary medicine. Formula (I) gives a definition of the compounds which can be prepared by analogous processes, for example from suitable benzothiophene derivatives by oxidation.

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The synthesis and characterization of two dinuclear complexes, namely fac-hexacarbonyl-1kappa3C,2kappa3C-(pyridine-1kappaN)[mu-2,2?-sulfanediyldi(ethanethiolato)-1kappa2S1,S3:2kappa3S1,S2,S3]dirhenium(I), [Re2(C4H8S3)(C5H5N)(CO)6], (1), and tetraethylammonium fac-tris(mu-2-methoxybenzenethiolato-kappa2S:S)bis[tricarbonylrhenium(I)], (C8H20N)[Re2(C7H7OS)3(CO)6], (2), together with two mononuclear complexes, namely (2,2?-bithiophene-5-carboxylic acid-kappa2S,S?)bromidotricarbonylrhenium(I), (3), and bromidotricarbonyl(methyl benzo[b]thiophene-2-carboxylate-kappa2O,S)rhenium(I), (4), are reported. Crystals of (1) and (2) were characterized by X-ray diffraction. The crystal structure of (1) revealed two Re-S-Re bridges. The thioether S atom only bonds to one of the ReI metal centres, while the geometry of the second ReI metal centre is completed by a pyridine ligand. The structure of (2) is characterized by three S-atom bridges and an Re.Re nonbonding distance of 3.4879?(5)?A, which is shorter than the distance found for (1) [3.7996?(6)/3.7963?(6)?A], but still clearly a nonbonding distance. Complex (1) is stabilized by six intermolecular hydrogen-bond interactions and an O.O interaction, while (2) is stabilized by two intermolecular hydrogen-bond interactions and two O.pi interactions.

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A strategy for the selective phosphonation of benzofuran and benzothiophene with trialkyl phosphites was developed. In these reactions, the C?H phosphonation of benzofurans or benzothiophenes at the C2 or C3 position with trialkyl phosphites was successfully achieved without directing groups by using a copper catalyst. Additionally, the C5 phosphonation of furan was successful under the same conditions.

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A ruthenium-catalyzed method has been developed for the C(sp3)?H monoborylation of various unactivated alkyl and aryl amides and challenging esters, with a low-cost and bench-stable boron source, providing boronates with exclusive selectivity, high efficiency, and high turnover number (up to 8900). This novel strategy may offer a versatile and environmentally friendly alternative to current methods for selective C(sp3)?H borylation that employ even more expensive metals, such as iridium and rhodium.

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A new class of organic chemical compounds [1]benzothieno[3,2-b]furans, are made by O-alkylation of 3-hydroxybenzo[b]thiophene-2-carboxylates with alkyl haloacetates, haloacetonitriles or alpha-halomethyl alkyl ketones, followed by cyclization of the intermediate products with alkali metals or alkali metal alkoxides. The compounds are antimicrobials.

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A preparative method of synthesis of the new methyl 3-iodo-1- benzothiophene-2-carboxylate was elaborated. Electrochemical behavior of methyl 3-chloro-, bromo- and iodo-1-benzothiophene-2-carboxylates 1-3, and of their reduction and dimer products 4, 5 in anhydrous dimethylformamide has been investigated at mercury and platinum electrodes using polarography, cyclic voltammetry and voltammetry on a rotating platinum disk electrode. The reduction in divided cells follows the ECE mechanism (electron – chemical step – electron), where the primary radical anion is split into a halide anion and neutral heterocyclic radical, which is immediately reduced by the second electron and protonated. The only reduction product is the methyl 1-benzothiophene-2-carboxylate (5); whereas the EDim mechanism (electron – dimer formation) leading to the dimeric species 4 was not observed under the above conditions. Reduction of 1-3 on platinum causes formation of a blocking film on the electrode. Sonication during electrolysis successfully reactivates the electrode.

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The invention discloses a formula (I) containing the structure shown as the imidazole fused three-ring compound or its pharmaceutically acceptable salt or a stereoisomer thereof or its prodrug molecule. The compound has adjusting IDO1 active role, such compounds by blocking immune checkpointing IDO1, T cell activation can be enhanced, used for the treatment of IDO1 mediated immune suppression, thus can become effective drug for the treatment of malignant tumor. With the checkpointing the antibody of the protein drug or other anti-cancer drugs share, can enhance the anti-cancer effects. At the same time also has the potential to effectively treat with IDO1 related with the immunosuppressive disease, have high application value. (by machine translation)

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Benzothiophene – Wikipedia,
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