20824-45-7Relevant academic research and scientific papers
Simple and efficient synthesis of benzofuran derivatives from tyrosol
Bovicelli, Paolo,Bottaro, Fabrizio,Sappino, Carla,Tomei, Michela,Nardi, Valentina,Proietti Silvestri, Ilaria,Macchi, Beatrice,Frezza, Caterina,Righi, Giuliana
, p. 242 - 248 (2016)
A convenient strategy for the preparation of compounds bearing the benzofuran skeleton starting from tyrosol, a phenol largely present in olive oil production waste, with no biological importance, is reported. A bromination/methoxylation sequence, already described for the synthetic transformation of naturally occurring compounds, was exploited. Depending on the solvent used for the methoxylation reaction together with the presence of a 4-phenol moiety respect to the side chain, benzodihydrofurans or a benzofurans derivative can be obtained.
Profiling of the formation of lignin-derived monomers and dimers from: Eucalyptus alkali lignin
Hu, Zhenhua,Li, Suxiang,Lu, Fachuang,Shi, Lanlan,Wang, Chen,Yue, Fengxia,Zhang, Han,Zhao, Chengke
supporting information, p. 7366 - 7375 (2020/11/18)
Lignin is a renewable and the most abundant aromatic source that can be used for extensive chemicals and materials. Although approximately 50 million tons of lignin are produced annually as a by-product of the pulp and paper industry, it is currently underutilized. It is important to know the structural features of technical lignin when considering its application. In this work, we have demonstrated the formation of low-molecular-weight constituents from hardwood (Eucalyptus) lignin, which produces much more low-molecular-weight constituents than softwood (spruce) lignin, after a chemical pulping process, and analyzed the micromolecular compositions in the alkali lignin after fractionation by dichloromethane (DCM) extraction. By applying analytical methods (gel-permeation chromatography, 2D NMR and GC-MS) with the aid of evidence from authenticated compounds, a great treasure trove of lignin-derived phenolic compounds from Eucalyptus alkali lignin were disclosed. Except for some common monomeric products, as many as 15 new lignin-derived monomers and dimers including syringaglycerol, diarylmethane, 1,2-diarylethanes, 1,2-diarylethenes, (arylvinyl ether)-linked arylglycerol dimers and isomeric syringaresinols were identified in the DCM-soluble fraction. Regarding the formation and evolution of the Cα-condensed β-aryl ether structure, a novel route that is potentially responsible for the high content of β-1 diarylethenes and diarylethanes in the lignin low-molecular-weight fraction, in addition to the β-1 (spirodienone) pathway, was proposed. This work not only provides novel insights into the chemical transformation of S-G lignin during the alkali pulping process, but also discovered lignin-derived phenolic monomers and dimers that can potentially be used as raw materials in the chemical or pharmaceutical industries. This journal is
Synthesis and biological evaluation of gallic acid analogs
Barontini, Maurizio,Proietti Silvestri, Ilaria,Nardi, Valentina,Crisante, Fernanda,Pepe, Gaetano,Pari, Luigi,Gallucci, Francesco,Bovicelli, Paolo,Righi, Giuliana
, p. 674 - 680 (2013/04/10)
A novel and efficient synthesis of pyrogallol moiety through a copper(I)-mediated C-O bond forming reaction is described. In particular, syntheses of 3,4,5-trihydroxyphenethyl alcohol and its methyl derivative are reported. Particular attention to dimethy
Synthesis of raphanuside, an unusual oxathiane-fused thioglucoside isolated from the seeds of Raphanus sativus L.
Yang, Fei,Lian, Gaoyan,Yu, Biao
experimental part, p. 309 - 314 (2010/03/26)
Raphanuside (1), an unusual oxathiane-fused thioglycoside isolated from the seeds of Raphanus sativus L., was synthesized via 10 steps and in 11% overall yield.{A figure is presented}.
New convenient synthesis of iridol. An approach to the synthesis of ubiquinones
Bovicelli, Paolo,Antonioletti, Roberto,Barontini, Maurizio,Borioni, Giorgio,Bernini, Roberta,Mincione, Enrico
, p. 1255 - 1257 (2007/10/03)
A strategy for the synthesis of ubiquinones, in which iridol is the key intermediate, has been developed, together with a new convenient synthesis of iridol (2,3-dimethoxy-5-methylphenol) starting from the easily available 4-methylphenol and using mild conditions and friendly and high-yielding reactions.
