18064-99-8Relevant academic research and scientific papers
Cleavage∕cross-coupling strategy for converting β-O-4 linkage lignin model compounds into high valued benzyl amines via dual C–O bond cleavage
Jia, Le,Li, Chao-Jun,Zeng, Huiying
supporting information, (2021/10/29)
Lignin is the most recalcitrant of the three components of lignocellulosic biomass. The strength and stability of the linkages have long been a great challenge for the degradation and valorization of lignin biomass to obtain bio-fuels and commercial chemicals. Up to now, the selective cleavage of C–O linkages of lignin to afford chemicals contains only C, H and O atoms. Our group has developed a cleavage/cross-coupling strategy for converting 4-O-5 linkage lignin model compounds into high value-added compounds. Herein, we present a palladium-catalyzed cleavage/cross-coupling of the β-O-4 lignin model compounds with amines via dual C–O bond cleavage for the preparation of benzyl amine compounds and phenols.
Synthesis and in vitro anti-Toxoplasma gondii activity of a new series of aryloxyacetophenone thiosemicarbazones
Ansari, Mahsa,Montazeri, Mahbobeh,Daryani, Ahmad,Farshadfar, Kaveh,Emami, Saeed
, p. 1223 - 1234 (2019/09/09)
Abstract: A new series of aryloxyacetophenone thiosemicarbazones 4a–q have been synthesized as anti-Toxoplasma gondii agents. All compounds showed significant inhibitory activity against T. gondii-infected cells (IC50 values 1.09–25.19?μg/mL). The 4-fluorophenoxy derivative (4l) was the most potent compound with the highest selectivity toward host cells (SI = 19), being better than standard drug pyrimethamine. SAR study indicated that the concurrence of proper substituents on both aryl ring of phenoxyacetophenone is important for potency and safety profile. Further in vitro experiments with the representative compounds 4l and 4p revealed that these compounds at the concentration of 5?μg/mL can significantly reduce the viability of T. gondii tachyzoites, as well as their infectivity rate and intracellular proliferation, comparable to those of pyrimethamine. Graphic abstract: [Figure not available: see fulltext.]
Facile synthesis of 3-aryl benzofurans, 3-aryl benzothiophenes, 2-aryl indoles and their dimers
Umareddy, Pailla,Arava, Veera Reddy
, p. 2156 - 2167 (2019/07/04)
The preparation of 3-aryl benzofuran and benzothiophenes and their dimers at 2-position and, 2-aryl indoles and their 3-position dimers preparation is described.
Ga(OTf)3-mediated synthesis of substituted benzofurans
Wang, Heui-Sin,Chan, Chieh-Kai,Chang, Meng-Yang
, p. 5132 - 5141 (2016/07/25)
A synthetic procedure, for the synthesis of a series of functionalized benzofurans 3–5 and benzonaphthofurans 6, starting from intermolecular O-alkylation of α-bromoaryl ketones 2 with potassium oxygenated phenoxides 1 followed by Ga(OTf)3-catalyzed direct intramolecular cyclodehydration of the resulting α-aryloxyaryl ketones, has been developed. The use of various metal triflates was investigated for a facile approach and efficient transformation. Pentacyclic benzophenanthrofurans 7 were prepared via photolytic annulations of 5.
Efficient synthetic approach to substituted benzo[b]furans and benzo[b]thiophenes by iodine-promoted cyclization of enaminones
Labarrios, Ehecatl,Jerezano, Alberto,Jimenez, Fabiola,Del Carmen Cruz, Maria,Delgado, Francisco,Zepeda, L. Gerardo,Tamariz, Joaquin
, p. 954 - 971 (2014/08/05)
An efficient synthetic approach to the substituted benzo[b]furan and benzo[b]thiophene scaffolds by iodine-mediated cyclization of the corresponding enaminones is described. This protocol was applied to a large series of these latter precursors to afford the respective benzoheterocycles substituted at the C-2 position by a carbonyl group functionality. A study of the factors that control this process reveals that the reactivity depends on the presence of electron-donor groups in the aryl ring of the aryloxycarbonylic and arylthiocarbonylic moieties.
Replacement of the Methylene of Dihydrochalcones with Oxygen: Synthesis and Biological Evaluation of 2-Phenoxyacetophenones
Ansari, Mahsa,Emami, Saeed,Khalilzadeh, Mohammad A.,Maghsoodlou, Malek T.,Foroumadi, Alireza,Faramarzi, Mohammad A.,Samadi, Nasrin,Ardestani, Sussan K.
, p. 591 - 597 (2012/11/07)
With the aim of finding new bioactive compounds, a series of phenoxyacetophenone derivatives 2 were designed and synthesized as oxygen analogs of dihydrochalcones. Also, phenoxyacetophenones were converted to (Z)-oxime derivatives 3 and their geometry wer
Novel one-pot synthesis of 3-Phenylnaphtho[2,3-b]furan and 3-phenylbenzofurans under microwave irradiation and solvent-free conditions
Wang, Zhongxing,Gu, Jinzhong,Jing, Huanwang,Liang, Yongmin
experimental part, p. 4079 - 4087 (2009/12/24)
A one-pot synthesis of functionalized benzofurans has been developed via O-alkylation, carbon-carbon coupling/cyclization, and dehydration/olefination tandem reactions from phenacyl bromide and phenols under microwave irradiation and solvent-free conditio
A new synthetic route of 2-aroyl- and 2-benzyl-benzofurans and their application in the total synthesis of a metabolite isolated from dorstenia gigas
Correa, Christian,Cruz, Maria Del Carmen,Jimnez, Fabiola,Zepeda, L. Gerardo,Tamariz, Joaqun
experimental part, p. 991 - 999 (2009/04/06)
The Lewis acid-catalyzed cyclization of the (Z)-3-(dimethylamino)-2- aryloxy-1-arylprop-2-en-1-ones 4ah leads to a regioselective and short synthesis of 2-aroylbenzofurans 2ah. The WolffKishner reduction of the latter yielded a series of substituted 2-ben
BCl3-promoted synthesis of benzofurans
Kim, Ikyon,Lee, Sei-Hee,Lee, Sunkyung
body text, p. 6579 - 6584 (2009/04/06)
Lewis acidic nature of boron trichloride (BCl3) to coordinate to the carbonyl functionality was exploited for the synthesis of benzofurans via dehydrative cyclization. This mild and efficient procedure allowed for facile access to a number of h
Novel indole-based peroxisome proliferator-activated receptor agonists: Design, SAR, structural biology, and biological activities
Mahindroo, Neeraj,Huang, Chien-Fu,Peng, Yi-Huei,Wang, Chiung-Chiu,Liao, Chun-Chen,Lien, Tzu-Wen,Chittimalla, Santhosh Kumar,Huang, Wei-Jan,Chai, Chia-Hua,Prakash, Ekambaranellore,Chen, Ching-Ping,Hsu, Tsu-An,Peng, Cheng-Hung,Lu, I-Lin,Lee, Ling-Hui,Chang, Yi-Wei,Chen, Wei-Cheng,Chou, Yu-Chen,Chen, Chiung-Tong,Goparaju, Chandra M. V.,Chen, Yuan-Shou,Lan, Shih-Jung,Yu, Ming-Chen,Chen, Xin,Chao, Yu-Sheng,Wu, Su-Ying,Hsieh, Hsing-Pang
, p. 8194 - 8208 (2007/10/03)
The synthesis and structure-activity relationship studies of novel indole derivatives as peroxisome proliferator-activated receptor (PPAR) agonists are reported. Indole, a druglike scaffold, was studied as a core skeleton for the acidic head part of PPAR
