553-86-6Relevant articles and documents
Contribution of microwaves in organic synthesis: Statement of a methodology for the microwave-induced preparation of benzofuran-2(3H)-one and its comparison with classical heating
Goncalo, Paulo,Roussel, Christophe,Melot, Jean Marie,Vebrel, Joel
, p. 2111 - 2115 (1999)
The intramolecular cyclisation of 2-hydroxyphenylacetic acid 1 into coumaran-2-one 2 was studied under both microwave irradiation and classical heating for comparison purposes. The use of a monomode oven allowed an accurate consideration of the temperature distribution in the microwave reaction vessel, which revealed a very strong and unexpected thermal heterogeneity. The reaction was facilitated by the presence of a trace of toluene-n-sulfonic acid, the catalytic role of which is demonstrated.
Palladium-catalyzed carbonylative synthesis of benzofuran-2(3H)-ones from 2-hydroxybenzyl alcohols using formic acid as the CO source
Li, Hao-Peng,Ai, Han-Jun,Qi, Xinxin,Peng, Jin-Bao,Wu, Xiao-Feng
, p. 1343 - 1345 (2017)
A palladium-catalyzed carbonylative intramolecular synthesis of benzofuran-2(3H)-ones from 2-hydroxybenzyl alcohols has been developed. In this procedure, formic acid was utilized as the CO source, and various benzofuran-2(3H)-one derivatives were obtained in moderate to good yields.
Pd(II)-catalyzed ortho -C-H oxidation of arylacetic acid derivatives: Synthesis of benzofuranones
Rit, Raja K.,Yadav, M. Ramu,Sahoo, Akhila K.
, p. 968 - 971 (2014)
Pd(II)-catalyzed ortho-C-H acetoxylation of arylacetic acid derivatives is demonstrated with the aid of a novel S-methyl-S-2-pyridylsulfoximine (MPyS) directing group (DG). The α-mono- and α-unsubstituted arylacetic acid derivatives were readily employed in the ortho-C-H acetoxylations. The oxidation products are hydrolyzed, and the MPyS-DG is easily recovered, providing ready access to o-hydroxyarylacetic acids. 3-Mono- and 3-unsubstituted benzofuranones are synthesized from o-hydroxyarylacetic acids.
Exploring the Electronic Properties of Extended Benzofuran-Cyanovinyl Derivatives Obtained from Lignocellulosic and Carbohydrate Platforms Raw Materials
Ibrahim, Nagham,Moussallem, Chady,Allain, Magali,Segut, Olivier,Gohier, Frédéric,Frère, Pierre
, p. 475 - 482 (2021/03/31)
Two series of linear extended benzofuran derivatives associating cyanovinyl unit and phenyl or furan moieties obtained from benzaldehyde-lignocellulosic (Be series) or furaldehyde –saccharide (Fu series) platforms were prepared in order to investigate their emission and electrochemical properties. For the fluorescence in solution and solid states, contrasting results between the two series were demonstrated. For Be series a net aggregation induced emission effect was observed with high fluorescence quantum yield for the solid state. A [2+2] cycloaddition under irradiation at 350 nm was also revealed for one derivative of Be series. In contrast, for Fu series the fluorescence in solution is higher than in the solid state. The X-ray crystallography studies for the compounds reveal the formation of strong π-π stacking for the derivatives without emissive property in the solid state and the presence of essentially lateral contacts for emissive compounds. Taking advantage of the propensity to develop 2D π-stacking mode for the more extended derivative with a central furan cycle, organic field effect transistors presenting hole mobility have been made.
Method for improving conversion rate of azoxystrobin
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Paragraph 0066-0069, (2021/03/31)
The invention discloses a method for improving the conversion rate of azoxystrobin. The method comprises the following steps: preparing methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy acrylate; preparing o-hydroxybenzonitrile; mixing methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy acrylate, o-hydroxybenzonitrile, potassium carbonate and ketene chloride according to a molar ratio of 30: 35: 50: 1.1, and dissolving the obtained mixture in dimethylformamide to obtain a mixed product; and heating the prepared mixed product, keeping the mixed product at a certain temperature, conducting filtering, carrying out reduced-pressure distillation, performing cooling, separating out crystals, carrying out filtering and washing and performing drying to obtain azoxystrobin. On the basis of the prior art, the synthesis of azoxystrobin is improved in the invention, so the yield of azoxystrobin is effectively increased, the conversion rate of the raw materials including methyl(E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy acrylate and o-hydroxybenzonitrile for azoxystrobin in the process of preparing azoxystrobin is effectively improved, and the production benefit of azoxystrobin is improved.
Regioselective Synthesis of Benzofuranones and Benzofurans
Zhang, Xiaojie,Beaudry, Christopher M.
supporting information, p. 6931 - 6936 (2021/05/06)
Reaction of 3-hydroxy-2-pyrones with nitroalkenes bearing ester groups gives benzofuranones. The reaction allows regioselective preparation of the benzofuranones with programmable substitution at any position. Complex substitution patterns are readily cre
Synthetic method of benzofuranone
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Page/Page column 8-10, (2020/06/16)
The invention provides a synthetic method of benzofuranone. According to the method, o-cresol which is relatively easy to obtain is used as an initial raw material, and the target product benzofuranone is prepared through four-step reaction; and the whole preparation process is mild in condition, high in yield, easy to operate, small in environmental pollution and suitable for large-scale industrial production.
Method for synthesizing benzofuranone by taking O-chlorotoluene as raw material
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Page/Page column 6-8, (2020/06/16)
The invention provides a method for synthesizing benzofuranone by taking o-chlorotoluene as a raw material. According to the method, the target product benzofuranone is prepared by taking the easily-available o-chlorotoluene as the initial raw material, and the whole preparation process is mild in condition, high in yield and suitable for large-scale industrial production.
Preparation method of benzofuranone (by machine translation)
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Paragraph 0008-0019, (2020/05/05)
To the preparation method . o-hydroxyacetophenone as a starting material, firstly undergoes Willgerodt - Kindler reaction to obtain phenylacetic acid, and then undergoes intramolecular esterification to obtain the final product benzofuranone, the reaction yield is higher, more efficiently . and compared with the traditional synthesis method, the reaction yield is higher, operation is easy. (by machine translation)
One-step method for synthesizing benzofuranone (by machine translation)
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Paragraph 0047-0054, (2020/06/16)
The synthetic method can be used for skillfully avoiding the generation of polluted by-products without adding other reactants, and is mild in reaction condition, high in yield and suitable for industrial mass production. (by machine translation)
