55364-67-5Relevant academic research and scientific papers
anti-oxidant composition comprising resveratrol analogues
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Paragraph 0043-0049, (2019/10/08)
The present invention provides an antioxidant composition containing a compound represented by chemical formula 1 as an antioxidant active component. In the chemical formula 1, X is O, S, or Se, and each R is independently selected from among hydrogen, an alkyl group having 1 to 12 carbon atoms, and an arylalkyl group having 7 to 15 carbon atoms. The present invention exhibits an excellent antioxidative effect, thereby being useful as the antioxidant composition.COPYRIGHT KIPO 2019
Copper-catalyzed formal c-h carboxylation of aromatic compounds with carbon dioxide through arylaluminum intermediates
Ueno, Atsushi,Takimoto, Masanori,Wylie,Nishiura, Masayoshi,Ikariya, Takao,Hou, Zhaomin
supporting information, p. 1010 - 1016 (2015/03/31)
The C-H bond carboxylation of various aromatic compounds with CO2 was achieved by the deprotonative alumination with a mixed alkyl amido lithium aluminate compound iBu3Al(TMP)Li followed by the NHC-copper-catalyzed carboxylation of the resulting arylaluminum species, which afforded the corresponding carboxylation products in high yield and high selectivity. In addition to benzene derivatives, heteroarenes such as benzofuran, benzothiophene, and indole derivatives are also suitable substrates. Functional groups such as Cl, Br, I, vinyl, amide, and CN could survive the reaction conditions. Some key reaction intermediates such as the copper aryl and isobutyl complexes and their carboxylation products were isolated and structurally characterized by X-ray crystallographic analyses, thus offering important information on the reaction mechanism.
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.
Novel 2,3-dihydrobenzofuran-2-carboxylic acids: Highly potent and subtype-selective PPARα agonists with potent hypolipidemic activity
Shi, Guo Q.,Dropinski, James F.,Zhang, Yong,Santini, Conrad,Sahoo, Soumya P.,Berger, Joel P.,MacNaul, Karen L.,Zhou, Gaochao,Agrawal, Arun,Alvaro, Raul,Cai, Tian-Quan,Hernandez, Melba,Wright, Samuel D.,Moller, David E.,Heck, James V.,Meinke, Peter T.
, p. 5589 - 5599 (2007/10/03)
The design and synthesis of a novel class of 2,3-dihydrobenzofuran-2- carboxylic acids as highly potent and subtype-selective PPARα agonists are reported. Systematic study of structure-activity relationships has identified several key structural elements within this class for maintaining the potency and subtype selectivity. Select compounds were evaluated in animal models of dyslipidemia using Syrian hamsters and male Beagle dogs, and all these compounds displayed excellent cholesterol- and triglyceride-lowering activity at dose levels that were much lower than the marketed weak PPARα agonist fenofibrate.
An efficient synthesis of benzofurans and their application in the preparation of natural products of the genus Calea
Del Carmen Cruz, María,Tamariz, Joaquín
, p. 10061 - 10072 (2007/10/03)
The intramolecular cyclization of the β-substituted olefins methyl 2-aryloxy-3-dimethylaminopropenoates 3a-3f catalyzed by Lewis acids leads to a short and novel synthesis of benzofurans 2a-2f. When the olefins 4-dimethylamino-3-aryloxy-3-buten-2-ones 4a-4f were used, the cyclization process was faster and provided the corresponding substituted 2-acetylbenzofurans 1a-1f. Among the latter, naturally occurring compounds calebertin (1a), caleprunin A (1b), and caleprunin B (1c) were prepared in good overall yields. These benzofurans were also obtained by direct treatment under MW irradiation of the precursors 1-aryloxypropan-2-ones 7a-7c with DMFDMA, followed by addition of the catalyst, resulting in a route that was one step shorter.
Captodative olefins: Methyl 2-aryloxy-3-dimethyl-aminopropenoates and their application in a new synthesis of benzofurans
Cruz, María Del Carmen,Tamariz, Joaquín
, p. 2377 - 2380 (2007/10/03)
The β-substituted captodative olefins methyl 2-aryloxy-3- dimethylaminopropenoates 4a-h were synthesized, via aminomethylenation of the corresponding 2-phenoxyacetic esters 9a-h. Lewis acid promoted intramolecular cyclization of alkenes 4 led to benzofurans 7a-h, in an efficient synthetic approach to the benzofuran frame.
