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Furo[2,3-c]pyrroles 1a-d and benzofuro[2,3-c]pyrroles 6a-e were synthesized. Diels-Alder reactions of 1b and 6b gave 1:2 cycloadduct 13 and 1:1 cycloadduct 20, respectively. Parent compound 17 of benzofuro[2,3-c]pyrrole ring system was trapped as N-tert-butoxycarbonyl derivative 18. Oxidative extrusion of the N-bridge in Diels-Alder adduct 20 gave dibenzofuran 22.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1578O – PubChem

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The first example of PdII-catalyzed gamma-C(sp3)?H functionalization of aliphatic and benzoheteroaryl aldehydes has been developed using a transient ligand and an external ligand, concurrently. A wide array of gamma-arylated aldehydes were readily accessed without preinstalling internal directing groups. The catalytic mechanism was studied by performing deuterium-labelling experiments, which indicated that the gamma-C(sp3)?H bond cleavage is the rate-limiting step during the reaction process. This reaction could be performed on a gram scale, and also demonstrated its potential application in the synthesis of new mechanofluorochromic materials with blue-shifted mechanochromic properties.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1570O – PubChem

Final Thoughts on Chemistry for 3-Methylbenzofuran-2-carbaldehyde

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Ethyl 6-substituted-5-H/substituted-2,4-dioxo-Delta2-hexenoates(II) have been synthesized by condensation of 4-substituted-3-H/substituted-but-3-en-2-ones (I) with ethyl oxalate in dry ether.The esters (II) on reaction with hydrazine and arylhydrazines undergo cyclization to the corresponding ethyl 1-H/substituted-5-substituted-pyrazole-3-carboxylates (III) which are hydrolysed to the acids (IV) or converted into acid hydrazides (V).Condensation of II with acylhydrazines affords the hydrazones (VI) which are cyclized to the corresponding N-acylpyrazoles (VII).With hydroxylamine, compounds II give 3,5-disubstituted-isoxazoles (VIII) whereas with o-phenylenediamine they give hydroxyquinoxazlines (IX).Reaction of I with arylhydrazines affords the corresponding hydrazones (X) which on boiling with ethanol containing one drop of HCl undergo cyclization to the pyrazolines (XI).The latter compounds (XI) on treatment with an excess of bromine-water furnish the brominated pyrazole derivatives (XII).The alpha,beta-unsaturated ketones (I) also undergo condensation with acylhydrazines to afford the corresponding acylhydrazones (XIII).

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1572O – PubChem

New explortion of 3-Methylbenzofuran-2-carbaldehyde

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A series of nonnulceoside 3-aminopyridin-2(1H)-one derivatives was synthesized and evaluated for HIV-1 RT inhibitory properties.Several analogs proved to be potent and highly selective antagonists with in vitro IC50 values as low as 19 nM in the enzyme assay using rC*dG as template*primer.Two compounds from this series, 3-<<4,7-dimethylbenzoxazol-2-yl)methyl>amino>-5-ethyl-6-methylpyridin-2(1H)-one (34, L-697,639) and the corresponding 4,7-dichloro analogue (37, L-697,661) inhibited the spread of HIV-1 IIIb infection by 95percent in MT4 cell culture at concentrations of 25-50 nM and were selected for clinical trials as antiviral agents.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1575O – PubChem

Extracurricular laboratory:new discovery of 3-Methylbenzofuran-2-carbaldehyde

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The present disclosure features methods of treating a condition associated with decreased CFTR activity or a condition associated with a dysfunction of proteostasis comprising administering to a subject an effective amount of compounds disclosed herein.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1564O – PubChem

Some scientific research about 1199-07-1

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The present invention relates to compounds of formula I or II, or pharmaceutically acceptable salts thereof, that interact with glucokinase regulatory protein. In addition, the present invention relates to methods of treating type 2 diabetes, and other diseases and/or conditions where glucokinase regulatory protein is involved using the compounds, or pharmaceutically acceptable salts thereof, and pharmaceutical compositions that contain the compounds, or pharmaceutically acceptable salts thereof.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1561O – PubChem

Extracurricular laboratory:new discovery of 3-Methylbenzofuran-2-carbaldehyde

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The preparation of highly functionalized benzofurans by a unique and connective transformation is reported. Base-catalyzed condensation of o-hydroxyphenones with 1,1-dichloroethylene generates the corresponding chloromethylene furans. These labile intermediates undergo a facile rearrangement into benzofuran carbaldehydes under mild acidic conditions.

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Benzofuran – Wikipedia,
Benzofuran | C8H1576O – PubChem

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Highly functionalised benzofurans have been prepared from ortho-hydroxyphenones and 1,1-dichloroethylene. The key intermediate, a chloromethylene furan, smoothly rearranged into the corresponding benzofuran carbaldehyde under acidic conditions. Some mechanistic investigations have been performed and several biologically active benzofurans have been synthesised. Copyright

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1577O – PubChem

Can You Really Do Chemisty Experiments About 3-Methylbenzofuran-2-carbaldehyde

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Efficient synthesis of chiral benzofuryl beta-amino alcohols via a catalytic asymmetric Henry reaction

Chiral beta-amino alcohol ligands were found effective for the copper(ii)-catalyzed asymmetric Henry reaction of benzofuran-2-carbaldehydes with nitromethane, which led to the formation of (S)-enriched benzofuryl beta-nitro alcohols with satisfactory enantioselectivities (up to 98% ee). Using this catalytic protocol, bioactive (S)-benzofuryl beta-amino alcohols could be conveniently prepared in short steps.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H1568O – PubChem

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Synthesis and spectroscopic properties of benzo- and naphthofuryl-3-hydroxychromones

With the focus of designing new fluorescent probes, four new 3-hydroxy-chromone derivatives bearing benzofuran and naphthofuran groups were synthesized. They show bathochromic absorption shifts relative to 3-hydroxyflavone with the ability of retention to display the excited-state proton transfer. Disruption of the planarity by the methyl group in the furan ring leads to a decrease of both the extinction coefficient and the contribution of long wavelength absorption band, while molecules without a methyl group showed two distinct absorption bands. Shifts to longer wavelengths are also observed in fluorescent spectra, and the absence of the methyl group results in a dramatic increase of fluorescence quantum yield and lifetime. Of the extended 3-hydroxychromone derivatives, 3-hydroxy-2-naphtho[2,1-b]furan-2-yl-chromone has shown comparable, and in some cases better, absorption and fluorescence properties than the 3-hydroxychromones synthesized so far, which make it a highly promising candidate as molecular probe for analytical chemistry, biophysics, and cellular biology.

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Benzofuran | C8H1571O – PubChem