New explortion of Benzo[b]furan-2-carboxaldehyde

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Various benzylic and aliphatic alcohols were smoothly oxidized to the corresponding aromatic aldehydes and ketones as well as aliphatic ketones by treatment with 1-acetoxy-5-nitro-1,2-benziodoxole-3(1H)-one (ANBX), 1-acetoxy-5-bromo-1,2-benziodoxole-3(1H)-one (ABBX), 1-acetoxy-5-chloro-1,2- benziodoxole-3(1H)-one (ACBX), and 1-acetoxy-5-fluoro-1,2-benziodoxole-3(1H)-one (AFBX). These new tri-valent iodine compounds were prepared from 5-substituted 2-iodobenzoic acids and meta-chloroperoxybenzoic acid (m-CPBA). ANBX and ABBX were the most effective reagents for this oxidation of alcohols, and this present reaction is very attractive because of the ease of product isolation and the reusability of the reagents.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H858O – PubChem

Brief introduction of Benzofuran-3-carbaldehyde

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A chemoenzymatic methodology for the synthesis of highly enantiomerically enriched (S)- and (R)-1-heteroarylethanols by enantioselective bioreduction with baker’s yeast of the corresponding 1-heteroarylethanones followed by three racemization free chemical steps including a Mitsunobu reaction was developed.

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Benzofuran – Wikipedia,
Benzofuran | C8H1214O – PubChem

A new application about 4,5-Difluorophthalic Anhydride

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Hydrolysis and bromination of phthalic anhydride in water gave a mixture of the monosodium salt of 4-bromophthalic acid. These were reacted with phenylacetylene under Sonogashira coupling reaction conditions in an aqueous medium. Acidification afforded 4-phenylethynylphthalic acid and then dehydration of this gave 4-phenylethynylphthalic anhydride in 76% overall yield. Compared with traditional synthetic methods, this method has the advantage of low cost, convenient manipulation and is environmentally friendly.

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Benzofuran – Wikipedia,
Benzofuran | C8H2977O – PubChem

Some scientific research about 16859-59-9

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Phthalaldehyde undergoes an intramolesular Cannizzaro reaction in aqueous base to produce the o-hydroxymethylbenzoate ion.The kinetics of the reaction have been measured over a range of sodium hydroxide concentration at 40 degC.The reaction is considerably slower than of the analogous reaction of phenylglyoxal since it proceeds exclusively via the cyclic hydrate dianion which must undergo a very unfavorable ring opening before internal hydride transfer can occur.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1481O – PubChem

A new application about 4265-16-1

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An oxidative C-C cleavage of aldehydes requiring neither metals nor O2 was discovered. Homobenzylic aldehydes and alpha-substituted homobenzylic aldehydes were cleaved to benzylic aldehydes and ketones, respectively, using nitrosobenzene as an oxidant. This reaction is chemoselective for aromatic aldehydes, as an aliphatic aldehyde was unreactive under these conditions, and other reactive functionality such as ketones and free alcohols are tolerated. A mechanism accounting for the fate of the lost carbon is proposed.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H855O – PubChem

Properties and Exciting Facts About 4265-25-2

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The combustion of biomass in boilers of emission classes 2 and 3 produces deposits in the form of char and soot inside the combustion chamber. Char and soot differ in content of elemental carbon (EC) and organic carbon (OC) as well as in the content of organic compounds. Deposits from boilers of emission class 2 contain higher amounts of OC and EC than those from boilers of emission class 3. The only exception is deposits formed by the combustion of briquettes from hardwood in boilers of emission class 3 that contained approximately by up to 60 percent higher amount of OC and by approx. 100% more EC than deposits from combustion in boilers of emission class 2. Deposits identified as char are characterized by dominant organic compounds derived from thermic degradation of cellulose, lignin, phytosterols, terpenes, their alteration products, and aromatic hydrocarbons. Deposits identified as soot have dominant PAHs, compounds containing oxygen (furans, benzofurans, phenols) and compounds containing aliphatic nitrogen (benzonitrile). Char from boilers of emission class 2 contains approx. by 80% more alkanes and cycloalkanes, by 80% more nitriles, by 50% more carboxyl acids, by 230% more anhydrosaccharides, phytosterols and by 180% more PAHs. These differences can be utilized for identification of burned fuel.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H248O – PubChem

Some scientific research about Benzo[b]furan-2-carboxaldehyde

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An exceptionally hindered class of enantiopure NHC ligands has been developed. While racemic forms had previously been utilized, a scalable and practical route to the enantiopure form of this ligand class is described utilizing a Buchwald-Hartwig N,N-diarylation in a highly sterically demanding environment. Using this newly accessible ligand class, nickel-catalyzed enantioselective reductive coupling reactions of aldehydes and alkynes have been developed. These studies illustrate that the newly available NHC ligands are well suited for simultaneous control of regio- and enantioselectivity, even in cases with internal alkynes possessing only very subtle steric differences between two aliphatic substituents. The steric demand of the new ligand class enables a complementary regiochemical outcome compared with previously described enantioselective processes. Using this method, a number of allylic alcohol derivatives were efficiently obtained with high regioselectivity (up to >95:5) and high enantioselectivity (up to 94% ee). The reaction conditions can also be extended to the reaction of aldehydes and allenes, providing silyl-protected allylic alcohol derivatives possessing a terminal methylene substituent. Computational studies have explained the origin of the exceptional steric demand of this ligand class, the basis for enantioselectivity, and the cooperative relationship of the aldehyde, alkyne, and ligand in influencing enantioselectivity.

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Benzofuran – Wikipedia,
Benzofuran | C8H1096O – PubChem

The Absolute Best Science Experiment for 3-Hydroxyisobenzofuran-1(3H)-one

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The rate coefficients for the base-catalysed ring fission of a series of substituted benzocyclobutenediones to give the corresponding 2-formylbenzoic acids have been determined in water at 25.0 and 60.0C. The effects of 4-substituents and 4,5-di-substituents on the rates have been correlated using a modified Hammett equation to give a reaction constant, rho, equal to ca. 3.6 at 25.0C. The activation parameters have been calculated. The effect of solvent composition on the rates has been studied. The kinetic solvent isotope effect, product composition and enrichment in 18O-enriched water have also been studied. All the evidence indicates a mechanistic pathway which proceeds by rapid reversible addition of hydroxide anion to the dione, followed by intramolecular nucleophilic attack on the second carbonyl group and formation of a carbanionic intermediate.

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Benzofuran – Wikipedia,
Benzofuran | C8H1443O – PubChem

Discovery of 496-41-3

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Generation of structurally new matrix metalloproteinase inhibitors was successfully carried out using an in silico technique. In order to identify the small fragment interacting with residues in the S1? pocket of MMP-1 through hydrogen bonds, we performed in silico screening using the LUDI program. As a result, acetyl-l-alanyl-(N-methyl)amide (Ac-l-Ala-NHMe) was selected to link with another fragment, hydroxamic acid that interacted with catalytic zinc. By this approach, the l-glutamic acid derivative 2b was discovered to be a new type of matrix metalloproteinase inhibitor. Further transformation to reduce its peptidic nature and improve activity yielded nonpeptidic lead compounds as inhibitors of MMP-1, -2, -3, and -9.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1987O – PubChem

Properties and Exciting Facts About 4265-16-1

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The selective asymmetric hydrogenation of four-membered exo-alpha,beta-unsaturated cyclobutanones has been achieved for the first time using RuPHOX-Ru as a catalyst, providing four-membered exo-cyclic chiral allylic alcohols in high yields and with up to 99.9% ee. The reaction could be performed on a gram scale with a relatively low catalyst loading (up to 10000 S/C), and the resulting products can be transformed to several biologically active molecules.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H921O – PubChem