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DBU-CH3I, a potential substitute for CH2N2 in the preparation of methyl esters and methyl aryl ethers: Studies with assorted acids

DBU-CH3I has been poised to be a substitute for diazomethane in the preparation of methyl esters from carboxylic acids. The reactions can be carried out in commercial untreated acetone and acetonitrile, which have been exemplified with several methyl esters, otherwise it is difficult to prepare. Bis-esterification using diiodomethane can also be achieved in a similar fashion. Sufficiently acidic phenols are also conveniently O-methylated by the method. Copyright Taylor & Francis Group, LLC.

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Benzofuran – Wikipedia,
Benzofuran | C8H1477O – PubChem

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Non-cryogenic metalation of aryl bromides bearing proton donating groups: Formation of a stable magnesio-intermediate

Bromine-metal exchange of o-bromobenzoic acid (1) with Bu2Mg followed by n-BuLi was successfully carried out at non-cryogenic temperature (>-20C), and gave a stabilized metal species which smoothly reacted with several electrophiles. This methodology expanded to several other bromides bearing proton donating groups (PDGs).

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Benzofuran – Wikipedia,
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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 16859-59-9, name is 3-Hydroxyisobenzofuran-1(3H)-one, introducing its new discovery. COA of Formula: C8H6O3

A single-step synthesis of symmetrical 1,3-diarylisobenzofurans

A convenient single-step synthesis of various symmetrically substituted 1,3-diarylisobenzofurans from readily available 3-methoxy-3H-isobenzofuran-1-one (1a) and two equivalents of aryl Grignard reagents is described. The title compounds are obtained in medium to high isolated yields. Crude isobenzofuran has also been trapped by maleimide, furnishing pure Diels-Alder adduct almost quantitatively. Georg Thieme Verlag Stuttgart.

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Benzofuran – Wikipedia,
Benzofuran | C8H1441O – PubChem

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Synthesis of Enantioenriched Phthalide and Isoindolinone Derivatives from 2-Formylbenzoic Acid

Transformations of 2-formylbenzoic acid provide direct access to a series of heterocyclic organic compounds such as phthalides and isoindolinones. Here, we use (+)-cinchonine as a catalyst in conjunction with nonafluoro-tert-butanol as a hydrogen-bond donor to afford enantiomerically enriched acylated 3-hydroxyphthalides with up to 99% yield and 90% ee through dynamic kinetic resolution. Moreover, various 3-alkoxyphthalides as well as 2-alkyl-3-hydroxy-1-isoindolinones were synthesized from 2-formylbenzoic acid.

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OXOBENZINDOLIZINOQUINOLINES AND USES THEREOF

The synthesis of aromathecins, substituted 12H-5,l la-diazadibenzo[b,h]fluoren- 11 -ones is described. Use of these cytotoxic compounds and pharmaceutical compositions containing them for the treatment of cancer is described. Two novel processes for the synthesis of this system and a series of 14-substituted aromathecins as novel cytotoxic, topoisomerase I poisons are described.

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Benzofuran – Wikipedia,
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Rational design of inhibitors of VirA-VirG two-component signal transduction

VirA-VirG two-component system regulates the vir (virulence) operon in response to specific host factors (xenognosins) in the plant pathogen Agrobacterium tumefaciens. Using whole cell assays, stable inhibitors inspired by the labile natural benzoxazinone inhibitor HDMBOA are developed. It is found that aromatic aldehydes represent a minimal structural unit for activity. In particular, 3-hydroxy-4,6-dimethoxy-3H-isobenzofuran-1-one (HDI) was found to have the highest activity, making it the most potent developed inhibitor of virulence gene expression in Agrobacterium.

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Benzofuran – Wikipedia,
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Recent advancements in synthetic methodologies of 3-substituted phthalides and their application in the total synthesis of biologically active natural products

We have provided a critical review that focuses on key developments in the area of 3-substituted phthalides and their role in the development of important biologically active natural products. 3-Substituted phthalides are vital molecules owing to their fascinating biological activity. The scope, isolation, and characterization of various naturally occurring racemic and chiral 3-substituted phthalides have been covered. We have put significant emphasis on recently developed research methodologies for the synthesis of racemic and chiral 3-substituted phthalides. These newer approaches are essential for the development of newer and elegant strategies for the synthesis of phthalide-based or similar molecular architecture with broader substrate scope and higher stereoselectivities. Also, we have discussed the application of 3-substituted phthalides as a precursor for the synthesis of natural products and their analogs.

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Benzofuran – Wikipedia,
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Selectivity in catalytic diol electrooxidation using a polypyridine ru(iv) complex

1,2-, 1,3-, and 1,4-Butanediols and phthatic alcohol were oxidized electrocatalytically using the polypyridine [(bpy)(trpy)RuO]2+ complex (1) as oxidant under different conditions: concentration of 1, pH, and temperature. By controlling the number of coulombs passed through the electrolytic cell, it was possible to obtain selective reactions. 1-Hydroxy-2-butanone,1-hydroxy-3-butanone, gamma-butyrolactone, phthalide, phtalic aldehyde, and phthalic acid were the products obtained by controlled potential electrolysis from these substrates, with yields ranging from 41 to 89%.

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Benzofuran – Wikipedia,
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Practical route to a new class of LTD4 receptor antagonists

A general approach to the synthesis of a new class of LTD4 antagonists is presented. The key diarylpropane framework was prepared by Claisen-Schmidt condensation and selective reduction of the enone. Depending on the bridge to the 7-chloroquinaldine moiety, alkylation or Heck coupling methodology was developed. The chiral sulfides were introduced by asymmetric reduction of the diarylpropanone intermediates and subsequent inversion of the chiral center.

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Carbene-Catalyzed Dynamic Kinetic Resolution and Asymmetric Acylation of Hydroxyphthalides and Related Natural Products

A catalytic dynamic kinetic resolution and asymmetric acylation reaction of hydroxyphthalides is developed. The reaction involves formation of a carbene catalyst derived chiral acyl azolium intermediate that effectively differentiates the two enantiomers of racemic hydroxyphthalides. The method allows quick access to enantiomerically enriched phthalidyl esters with proven applications in medicine. It also enables asymmetric modification of natural products and other functional molecules that contain acetal/ketal groups, such as corollosporine and fimbricalyxlactone C.

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Reference£º
Benzofuran – Wikipedia,
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