55582-31-5Relevant academic research and scientific papers
Gold promoted arylative cyclization of alkynoic acids with arenediazonium salts
Carrillo-Arcos, Ulises A.,Porcel, Susana
supporting information, p. 1837 - 1842 (2018/03/23)
Alkynoic acids derived from salicylic acid and analogues undergo arylative cyclization with arenediazonium salts promoted by gold in the absence of external ligands. The reaction is thermally induced and proceeds even in the absence of light. A difference in regioselectivity has been found compared with that observed in the cycloisomerization process of the same type of compounds.
Natural-Product-Inspired Aminoepoxybenzoquinones Kill Members of the Gram-Negative Pathogen Salmonella by Attenuating Cellular Stress Response
Mandl, Franziska A.,Kirsch, Volker C.,Ugur, Ilke,Kunold, Elena,Vomacka, Jan,Fetzer, Christian,Schneider, Sabine,Richter, Klaus,Fuchs, Thilo M.,Antes, Iris,Sieber, Stephan A.
supporting information, p. 14852 - 14857 (2016/11/23)
Gram-negative bacteria represent a challenging task for antibacterial drug discovery owing to their impermeable cell membrane and restricted uptake of small molecules. We herein describe the synthesis of natural-product-derived epoxycyclohexenones and explore their antibiotic activity against several pathogenic bacteria. A compound with activity against Salmonella Typhimurium was identified, and the target enzymes were unraveled by quantitative chemical proteomics. Importantly, two protein hits were linked to bacterial stress response, and corresponding assays revealed an elevated susceptibility to reactive oxygen species upon compound treatment. The consolidated inhibition of these targets provides a rationale for antibacterial activity and highlights epoxycyclohexenones as natural product scaffolds with suitable properties for killing Gram-negative Salmonella.
Aryl radical cyclization with alkyne followed by tandem carboxylation in methyl 4-tert-butylbenzoate-mediated electrochemical reduction of 2-(2-propynyloxy)bromobenzenes in?the presence of carbon dioxide
Katayama, Asahi,Senboku, Hisanori,Hara, Shoji
, p. 4626 - 4636 (2016/07/18)
Constant current electrolysis of 2-(2-propynyloxy)bromobenzenes in DMF using an undivided cell equipped with a Pt cathode and an Mg anode in the presence of carbon dioxide and an electron transfer mediator, methyl 4-tert-butylbenzoate, resulted in aryl ra
Silver(I) and gold(I)-promoted synthesis of alkylidene lactones and 2H-chromenes from salicylic and anthranilic acid derivatives
Nolla-Saltiel, Roberto,Robles-Marín, Elvis,Porcel, Susana
supporting information, p. 4484 - 4488 (2014/08/05)
Ag(I) and Au(I) efficiently catalyze the cycloisomerization of terminal alkynoic acids into methylene seven-membered ring lactones. Depending on the metal, divergent reaction pathways were found for non terminal alkynoic acids. While Ag(I) led to lactones, Au(I) led to 2H-chromenes coming from the hydroarylation of the alkyne.
'Clicking' molecular hooks on silica nanoparticles to immobilize catalytically important metal complexes: The case of gold catalyst immobilization
Ganai, Anal Kr.,Bhardwaj, Rima,Hotha, Srinivas,Gupta, Sayam Sen,Prasad
, p. 2662 - 2670 (2011/01/12)
Gold mediated reactions have emerged as one of the best choices for affecting a variety of chemical transformations with a wide range of functional group tolerance. Application of such transformations to industrial processes necessitates immobilization of the Au ions into a matrix for easy separation of the catalyst after reaction. We report the synthesis and characterization of silica nanoparticles in which Au(iii) has been immobilized through a 1,2,3-triazole linkage using an alkynalated picolinic acid exploiting "click chemistry". The Au(iii) immobilized silica nanoparticle has been thoroughly characterized using FT-IR, 13C CP MAS NMR and XPS. The utility of these particles as an easily separable catalyst for the Hashmi phenol synthesis is also reported.
A highly regio- And stereoselective synthesis of (Z)-3-arylidene-2,3-dihydro-5H-1,4-benzodioxepin-5-ones and (Z)-3-arylidene1,2,3,5-tetrahydro-4,1-benzoxazepin-5-ones through palladium-copper catalysis
Chaudhuri, Gopeswar,Kundu, Nitya G.
, p. 775 - 779 (2007/10/03)
Sodium 2-(prop-2′-ynyloxy)benzoate 1a reacted with the aryl iodides 2-10 in the presence of bis(triphenylphosphine)palladium(II) chloride, cuprous iodide and triethylamine in CH3CN-DMF to yield the disubstituted alkynes 11-19 in good yields (48
Intramolecular dipolar cycloaddition reaction of 5H,7H-thiazolo[3,4-c]oxazol-4-ium-l-olates: Synthesis of chiral 1H-pyrrolo[1,2-c]thiazole derivatives
Pinho Melo, Teresa M. V.,Barbosa, Dalia M.,Ramos, Paulo J. R. S.,Rocha Gonsalves, Antonio M.,Gilchrist, Thomas L.,Beja, Ana M.,Paixaeo, Jose A.,Silva, Manuela R.,Veiga, Luiz Alte Da
, p. 1219 - 1223 (2007/10/03)
(2R,4Ae)-Ar-AcyI-2-phenylthiazolidine-4-carboxylic acids were used to generate 5//,7//-thiazolo[3,4-c]oxazol-4-ium1-olates with internal dipolarophiles. The intramolecular 1,3-dipolar cycloaddition of these mesoionic species led to the synthesis of new l/
