- A novel benzofuran derivatives and uses thereof
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The present application relates to a novel benzofuran derivative and uses thereof. More specifically, the present invention provides: a compound represented by chemical formula I, a solvate, a stereoisomer, or a pharmaceutically acceptable salt thereof; a
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Paragraph 0328-0332
(2021/02/16)
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- Fabrication of an amyloid fibril-palladium nanocomposite: A sustainable catalyst for C-H activation and the electrooxidation of ethanol
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Amyloids are highly ordered nanofibrils and their tensile strength is similar to that of steel, which makes them resistant to extreme pH and temperature. Based on this rationale, we demonstrate a facile synthesis of palladium, copper, platinum, gold and silver nanocomposites using α-Synuclein (α-Syn) fibrils as a template. We showed that an α-Syn-fibril-palladium nanoparticles (α-Syn-PdNPs) composite can be used as a heterogeneous catalyst in C-H bond activation and the electrooxidation of ethanol. The study demonstrated α-Syn-PdNPs to be a superior heterogeneous catalyst for the synthesis of pharmaceutically valuable benzofuran, naphthofuran, coumarin and N-arylindole via C-H activation. Further, the electrooxidation of ethanol using α-Syn-PdNPs displayed an electrochemically active surface area of 160.6 m2 g-1, which is much higher than the previously reported values for supported Pd nanocomposites.
- Jayarajan, Ramasamy,Kumar, Rakesh,Gupta, Jagriti,Dev, Gayathri,Kadu, Pradeep,Chatterjee, Debdeep,Bahadur, Dhirendra,Maiti, Debabrata,Maji, Samir K.
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supporting information
p. 4486 - 4493
(2019/03/06)
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- Method for synthesizing benzofuranol derivative by nickel-catalysis of phenethynyl phenol under microwave irradiation
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The invention discloses a method for synthesizing a benzofuranol derivative by nickel-catalysis of phenethynyl phenol under microwave irradiation; a catalytic amount of catalyst nickel chloride, ligand 1,10-phenanthroline(1,10-Phen), auxiliary catalyst po
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Paragraph 0025; 0034
(2018/09/11)
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- Cs2CO3-promoted vinylation of phenols with trichloroethylene: Facile synthesis of (E)-1,2-dichloro-1-phenoxyethenes
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An efficient method for the synthesis of (E)-1,2-dichloro-1-phenoxyethenes 2 has been developed. The reaction of phenol derivatives 1 with trichloroethylene at ambient temperature by means of Cs2CO3-DMSO system furnished the correspo
- Takahashi, Kazunori,Mamiya, Naho,Fukushima, Kei,Tsubuki, Masayoshi,Honda, Toshio
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p. 1622 - 1630
(2018/10/04)
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- Strategy for Overcoming Full Reversibility of Intermolecular Radical Addition to Aldehydes: Tandem C-H and C-O Bonds Cleaving Cyclization of (Phenoxymethyl)arenes with Carbonyls to Benzofurans
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An intermolecular addition of carbon radicals enabled by a cascade radical coupling strategy is developed. It includes an intermolecular alkyl radical addition to a carbonyl group followed by an intramolecular alkoxy radical addition to haloarenes and produces substituted benzofurans in high yields. The radical nature of this reaction is explored by radical trapping experiments and EPR analysis. The mechanism is investigated by KIE experiments and control experiments. This method could provide rapid and practical access to the key intermediate of TAM-16, a safe and potent antibacterial agent for treating tuberculosis, and, therefore, is of great importance for organic synthesis and the pharmaceutical industry.
- Zheng, Hong-Xing,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao
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supporting information
p. 3310 - 3313
(2018/06/11)
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- A concise route to functionalized benzofurans directly from gem-dibromoalkenes and phenols
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A tandem strategy for the construction of benzofuran motifs has been developed directly from gem-dibromoalkenes and phenols under palladium-catalyzed conditions. This flexible and novel methodology provides direct access to 2-aryl and 2-styryl benzofurans
- Rao, Maddali L. N.,Dasgupta, Priyabrata
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p. 65462 - 65470
(2015/08/18)
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- One-pot synthesis of 2-substituted benzo[b]furans via Pd-tetraphosphine catalyzed coupling of 2-halophenols with alkynes
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A catalyst composed of [Pd(η3-C3H 5)Cl]2 and N,N,N',N'-tetra(diphenylphosphinomethyl) pyridine-2,6-diamine (L) was found to be effective for one-pot synthesis of 2-substituted benzo[b]furans from 2-halophenols and alkynes. For 2-bromo-3-hydroxypyridine, the catalyst loading could be as low as 1 ppm and the turnover number (TON) was up to 870000. the Partner Organisations 2014.
- Zhou, Rong,Wang, Wei,Jiang, Zhi-Jie,Wang, Kun,Zheng, Xue-Li,Fu, Hai-Yan,Chen, Hua,Li, Rui-Xiang
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supporting information
p. 6023 - 6026
(2014/05/20)
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- Palladium-catalyzed synthesis of benzofurans and coumarins from phenols and olefins
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Triple C-H functionalization: Palladium-catalyzed synthesis of benzofurans and coumarins by reacting phenols and unactivated olefins is described. The reaction comprises sequential C-H functionalization and shows diverse functional group compatibility. Preliminary mechanistic studies shed light into the possible mechanisms. Copyright
- Sharma, Upendra,Naveen, Togati,Maji, Arun,Manna, Srimanta,Maiti, Debabrata
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supporting information
p. 12669 - 12673
(2013/12/04)
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- Sequential and one-pot reactions of phenols with bromoalkynes for the synthesis of (Z)-2-bromovinyl phenyl ethers and benzo[ b ]furans
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Benzo[b]furans were prepared in one pot based on the addition/palladium- catalyzed C-H bond functionalization of phenols with bromoalkynes. The addition reactions of phenols to bromoalkynes generated (Z)-2-bromovinyl phenyl ethers in high yields with excellent regio- and stereoselectivity. The obtained (Z)-2-bromovinyl phenyl ethers subsequently proceeded by intramolecular cyclization to afford 2-substituted benzo[b]furans in good yields through palladium-catalyzed direct C-H bond functionalizations. It is important to note that the transformation of phenols with bromoalkynes into benzo[b]furans could be carried out in one pot with a simple and efficient tandem procedure.
- Wang, Shihua,Li, Pinhua,Yu, Lin,Wang, Lei
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p. 5968 - 5971
(2011/12/15)
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- Efficient synthesis of 5-nitro-benzo[b]furans via 2-bromo-4-nitro-phenyl acetates
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Acetylation/Sonogashira cross-coupling reaction/cyclization has been carried out in one-pot using a Na2PdCl4/2-(di-tert-butylphosphino)-N-phenylindole/CuI system in TMEDA to give 5-nitro-2-substituted benzo[b]furans in excellent yields. We also describe the extension of this method to 4-EWG-2-bromo-phenols obtaining 2,5-disubstituted-benzo[b]furans in good yields.
- Bochicchio, Antonella,Chiummiento, Lucia,Funicello, Maria,Lopardo, Maria Teresa,Lupattelli, Paolo
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experimental part
p. 2824 - 2827
(2010/07/04)
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- Methods and systems for preparing fused heterocyclic compounds using copper(I) catalysts
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A copper(I)-catalyzed procedure for the synthesis of benzo[b]heterocycles. This protocol can be used to synthesize a variety of 2-arylbenzo[b]furans and indoles in good to excellent yields. This method can tolerate a variety of functional groups, does not require the use of expensive additives and is palladium-free.
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Page/Page column 9-10; 23-24
(2009/01/24)
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- Synthesis of 2-Arylbenzo[b]furans via Copper(I)-Catalyzed Coupling of o-Iodophenols and Aryl Acetylenes
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(Equation Presented) We report a copper(I)-catalyzed procedure for the synthesis of 2-arylbenzo[b]furans. This protocol can be used to synthesize a variety of 2-arylbenzo[b]furans in good to excellent yields. This method can tolerate a variety of functional groups, does not require the use of expensive additives, and is palladium-free.
- Bates, Craig G.,Saejueng, Pranorm,Murphy, Jaclyn M.,Venkataraman
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p. 4727 - 4729
(2007/10/03)
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- Heterobicyclic keto- and amino-acids, esters and amides
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Heterobicyclic glyoxylic acids, L- and DL-heterobicyclic glycines and their derivatives of the formulae STR1 and pharmaceutically acceptable cationic and acid addition salts thereof, wherein R is OR2 or NHR3 ; R2 is hydrogen or alkyl having from one to four carbon atoms; R3 is hydrogen, alkyl having from one to four carbon atoms, alkoxyalkyl having from one to four carbon atoms in each of the alkyl groups or R4 R5 C6 H3 CH2 -- where R4 and R5 are H, OH, F, Cl, Br, I, or alkyl or alkoxy having from one to four carbon atoms R1 is hydrogen, alkyl having from one to four carbon atoms or R4 R5 C6 H3 --; X is oxygen or sulfur; n is 0 or 1 and the broken line represents an optionally present double bond; useful in treatment of diseases and conditions which are characterized by reduced blood flow, reduced oxygen availability or reduced carbohydrate metabolism in the cardiovascular system.
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