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The dianionic species, lithium 2-lithiobenzofuran-3-carboxylate (5) and lithium 3-lithiobenzofuran-2-carboxylate (11b) can be readily generated from the parent acids by reaction with lithium diisopropylamide in tetrahydrofuran at low temperatures.While compound (5) is a useful synthetic intermediate, which reacts efficiently with a number of electrophiles, (11b) instead undergoes rapid opening of the furan ring to give (2-hydroxyphenyl)propynoic acid (10a).By contrast, 5- and 7-methoxybenzofuran-2-carboxylic acids (13a) and (13c) give rise to the dianions (14a) and (14c) which are sufficiently stable at <= -90 deg C to be trapped by aldehydes.The dianion (14b) derived from 6-methoxybenzofuran-2-carboxylic acid (13b), however, suffers rapid ring opening before it can be trapped, even at very low temperatures.A plausible explanation of these observations is given.Metallation of 3-methylbenzofuran-2-carboxylic acid (18) affords the dianion (20), which cannot undergo ring opening and which is a valuable intermediate for the synthesis of a range of 3-substituted benzofuran-2-carboxylic acids. A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 24673-56-1 Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2726O – PubChem

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Recent results from human clinical trials have established the critical role of HIV protease inhibitors in the treatment of acquired immune-deficiency syndrome (AIDS). However, the emergence of viral resistance, demanding treatment protocols, and adverse side effects have exposed the urgent need for a second generation of HIV protease inhibitors. The continued exploration of our hydroxylaminepentanamide (HAPA) transition-state isostere series of HIV protease inhibitors, which initially resulted in the identification of Crixivan (indinavir sulfate, MK-639, L-735,524), has now yielded MK-944a (L-756,423). This compound is potent, is selective, and competitively inhibits HIV-1 PR with a K(i) value of 0.049 nM. It stops the spread of the HIV(IIIb)-infected MT4 lymphoid cells at 25.0-50.0 nM, even in the presence of alpha1 acid glycoprotein, human serum albumin, normal human serum, or fetal bovine serum. MK-944a has a longer half-life in several animal models (rats, dogs, and monkeys) than indinavir sulfate and is currently in advanced human clinical trials.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2733O – PubChem

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The present invention relates to the field of pharmaceutical chemistry and drug therapeutics. In particular relates to new boric acid compound and its preparation and use, and in particular relates to new substituted five-membered heterocyclic boronic acids and substituted benzo five-membered heterocyclic boronic acid compound and its preparation method, the prepared structure shown as the following substituted five-membered heterocyclic boronic acids and substituted benzo five-membered heterocyclic boronic acid compound through biological activity screening test, the results show that, the compound has the function of inhibiting proteasome, can be further used for preparing and treating and proteasome related diseases. (by machine translation)

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Benzofuran – Wikipedia,
Benzofuran | C8H2706O – PubChem

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The development of a solution-phase approach to the rapid, parallel synthesis of highly functionalized piperazinones in only four steps starting from N-Boc-iminodiacetic acid is detailed. The efforts represent the extension of the solution-phase synthesis of combinatorial libraries from N-Boc-iminodiacetic acid to non-amide-based libraries where simple liquid-liquid extractions are employed to purify all reaction products. This methodology was applied to the synthesis of a diverse 150-member library with substituents in three positions of the piperazinone core. Screening results from a luciferase reporter assay indicate that a number of library members are novel repressors of LEF-1/beta-catenin-mediated transcription, and may be effective agents against colorectal tumors. Two secondary libraries (100 members each) designed from these lead structures were synthesized and screened, providing additional active agents and insight into key structure-activity relationships in the series. These compounds represent only the second class of small molecules which repress transcription of reporter genes containing LEF-1 responsive elements, and the first group not based on DNA minor-groove-binding agents.

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Benzofuran – Wikipedia,
Benzofuran | C8H2723O – PubChem

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Heterocyclic derivatives act as Ca channel antagonists. The compositions are useful for treating or relieving Ca channel mediated conditions.

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Benzofuran – Wikipedia,
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Acid to acid: A general method has been developed for the synthesis of biaryl compounds through a decarboxylative cross-coupling reaction between two different (hetero)aryl carboxylic acids (see scheme). The use of a Pd II/PCy3 catalyst enables the cross-coupling reaction of electronically different or electronically similar aryl carboxylic acids. This method is compatible with substrates having nitro, cyano, fluoro, chloro, bromo, trifluoromethyl, and methoxy substituents. Copyright

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H2747O – PubChem

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A transition-metal-free decarboxylative fluorination of electron-rich five-membered heteroaromatics, including furan-, pyrazole-, isoxazole-, thiophene-, indole-, benzofuran- and indazolecarboxylic acids, with Selectfluor is reported. Fluorinated dimer products were observed for nitrogen-containing heteroaromatic carboxylic acids, such as indole and pyrazole. An effective method has been developed to synthesize the monomer of 2- and 3-fluoroindoles with Li2CO3 as base at low temperature.

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Benzofuran – Wikipedia,
Benzofuran | C8H2791O – PubChem

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(Matrix presented) A palladium-catalyzed decarboxylative arylation reaction was shown to produce Heck-type coupling products using a number of different arene carboxylic acid and 2-cycloalken-1-one substrates. The more conventional Heck coupling of an aryl iodide and a 2-cycloalken-1-one reactant was also briefly explored for comparison, where it was found that phosphine-free (Jeffery) conditions afforded the highest yield of product.

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Benzofuran – Wikipedia,
Benzofuran | C8H2778O – PubChem

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Several series of 2,4-dihydro-2,4,5-trisubstituted-3H-1,2,4-triazol-3-ones with acidic sulfonamide replacements of tetrazole at the 2′-position of the biphenyl-4-ylmethyl side chain at N4 were prepared and tested as angiotensin II (AII) antagonists.Preferred substituents on the triazolinone ring were n-butyl at C5 and 2-(trifluoromethyl)phenyl at N2.Subnanomolar IC50 values at the AT1 receptor subtype were observed for a variety of acylsulfonamides, including aroyl, heteroaroyl, and cycloalkylcarbonyl derivatives.Certain other acidic sulfonamides, such as sulfonylcarbamates and disulfimides also displayed high affinity for the AT1 receptor.In addition, AT2 binding for some of these compounds was increased by as much as 1000-fold over the corresponding tetrazole (e.g., AT2 IC50 17 nM for the tert-butyl sulfonylcarbamate 92).When evaluated for inhibition of the AII pressor response, the benchmark benzoylsulfonamide 9 (L-159,913) was efficacious in several species and was superior to losartan (1a) in conscious rhesus monkeys.Several subsequent analogues, including the 2-chlorobenzoyl (18), (3-chlorothiophene-2-yl)carbonyl (51), ((S)-2,2-dimethylcyclopropyl)carbonyl (80), and tert-butoxycarbonyl (92) derivatives, were highly effective in rats, surpassing 9 and losartan in duration of action and/or potency.Compound 18 (L-162,223) displayed very prolonged AII antagonism in the rat model (>24 h at 1 mg/kg iv).At 1 mg/kg po in rats, 18 and 92 (L-162,234) produced 85-87percent peak inhibition of the AII pressor response with duration exceeding 6 h.The identification of triazolinone-based sulfonamide derivatives combining high AT1 affinity, considerably enhanced AT2 potency, and favorable in vivo properties provides insights relevant to the design of dual AT1/AT2 receptor antagonists.

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Benzofuran – Wikipedia,
Benzofuran | C8H2717O – PubChem

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Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation reactions of aromatic carboxylic acids are reported. The new reactions may provide alternative routes for the synthesis of some biaryls and aromatic carboxylic esters. The Royal Society of Chemistry 2011.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2730O – PubChem