63362-84-5Relevant academic research and scientific papers
Synthesis of benzofurans from the cyclodehydration of α-phenoxy ketones mediated by Eaton’s reagent
Ma, Zhanwei,Zhou, Min,Ma, Lin,Zhang, Min
, p. 426 - 436 (2020/03/23)
Cyclodehydration of α-phenoxy ketones promoted by Eaton’s reagent (phosphorus pentoxide–methanesulfonic acid) is used to prepare 3-substituted or 2,3-disubstituted benzofurans with moderate to excellent yields under mild conditions. The method provides a facile access to benzofurans from readily available starting materials such as phenols and α-bromo ketones. The reaction is highly efficient, which is attributed to the good reactivity and fluidity of Eaton’s reagent. The reaction can be applied to prepare naphthofurans, furanocoumarins, benzothiophenes, and benzopyrans.
Discovery of 4,6-bis(benzyloxy)-3-phenylbenzofuran as a novel Pin1 inhibitor to suppress hepatocellular carcinoma via upregulating microRNA biogenesis
Fan, Xin,He, Huaiyu,Li, Jiao,Luo, Guoyong,Zheng, Yuanyuan,Zhou, Jian-Kang,He, Juan,Pu, Wenchen,Zhao, Yun
, p. 2235 - 2244 (2019/04/30)
Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (Pin1)participates in diverse cancer-associated signaling pathways, playing an oncogenic role in multiple human cancers, including hepatocellular carcinoma (HCC). Our recent works clarify that Pin1 modulates miRNAs biogenesis by interacting with ERK-phosphorylated exportin-5 (XPO5)and changing XPO5 conformation, giving a potential target for HCC treatment. Herein, we discover 4,6-bis(benzyloxy)-3-phenylbenzofuran (TAB29)as a novel Pin1 inhibitor that targets Pin1 PPIase domain. TAB29 potently inhibits Pin1 activity with the IC50 value of 874 nM and displays an excellent selectivity toward Pin1 in vitro. Cell-based biological evaluation reveals that TAB29 significantly suppresses cell proliferation of HCC cells through restoring the nucleus-to-cytoplasm export of XPO5 and upregulating mature miRNAs expression. Collectively, this work provides a promising small molecule lead compound for Pin1 inhibition, highlighting the therapeutic potential of miRNA-based treatment for human cancers.
TfOH-SiO2 as an efficient and recyclable catalyst for synthesis of 3-arylbenzofurans
Wang, Baolong,Hu, Jiaxing,Zhang, Fanglin,Zheng, Hua
, p. 103 - 113 (2016/03/01)
A convenient process for the synthesis of 3-arylbenzofurans and their derivatives by 2-phenoxy-1-phenylethanones via TfOH-SiO2 catalyzed is developed. This method provides several advantages such as simple work-up procedure, simple post-treatme
Benzofurans from benzophenones and dimethylacetamide: Copper-promoted cascade formation of furan O1-C2 and C2-C3 bonds under oxidative conditions
Moure, Maria J.,Sanmartin, Raul,Dominguez, Esther
supporting information; experimental part, p. 3220 - 3224 (2012/05/05)
DMA donates: Copper(II) acetate and 8-hydroxyquinoline promote the formation of a benzofuran core through a cascade of copper-catalyzed processes wherein the key carbon atom comes from the dimethylacetamide (DMA) solvent. Strong evidence for the participation of a Wacker cyclization catalyzed solely by copper is provided, not only in the title reaction from benzophenones but also from 2-hydroxy-α-arylstyrene derivatives. Copyright
Indium triflate-catalyzed coupling between nitroalkenes and phenol/naphthols: A simple and direct synthesis of arenofurans by a cyclization reaction
Kundu, Dhiman,Samim, Md,Majee, Adinath,Hajra, Alakananda
supporting information; experimental part, p. 406 - 409 (2011/10/12)
An eye furan eye: A simple and efficient protocol for the synthesis of benzofuran and naphthofuran derivatives catalyzed by indium triflate was developed by coupling α,β-unsaturated nitroalkenes with phenol/naphthols. The present method provides arenofuran derivatives in one pot from readily available starting materials (DCE=1,2-dichloroethane; see scheme). Copyright
Clay catalyzed facile cyclodehydration under microwave: Synthesis of 3-substituted benzofurans
Meshram,Chandra Sekhar,Ganesh,Yadav
, p. 1273 - 1274 (2007/10/03)
The preparation of 3-substituted benzofurans from α-phenoxy acetophenones and related compounds using clay under microwave irradiation is described. The inexpensive, reusable clay and non-solvent reaction conditions are the important features of the proce
