Copper catalyzed cross-coupling reactions of diaryl ditellurides with potassium aryltrifluoroborate salts

We present here results of the cross-coupling reaction of diaryl ditellurides with potassium aryltrifluoroborate salts using a catalytic amount of Cu(OAc)2 and bypiridine in DMSO/H2O under air atmosphere. This cross-coupling reaction is general and was performed with diaryl ditellurides and potassium aryltrifluoroborate salts bearing electron-withdrawing, electron-donating and neutral substituents, affording the corresponding unsymmetrical diaryl tellurides in good to excellent yields.Apresentamos aqui resultados das reações de acoplamento de diteluretos de diarila com sais de ariltrifluoroborato de potássio, usando quantidades catalíticas de Cu(OAc)2 e bipiridina, em uma mistura de DMSO/H2O, sob ar atmosférico. Estas reações de acoplamento são gerais e são realizadas com diteluretos de diarila e sais de ariltrifluoroborato de potássio contendo substituintes neutros, retiradores e doadores de elétrons, fornecendo os correspondentes teluretos de diarila não simétricos em rendimentos de bons a excelentes.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) (Grants 07/56659-0 and 07/59404-2

Mechanistic aspects of the isomerization of Z-vinylic tellurides double bonds in the synthesis of potassium Z-vinyltrifluoroborate salts

Through direct transmetalation reaction of Z-vinylic tellurides with nBuLi was observed the unexpected isomerization of double bonds leading to potassium E-vinyltrifluoroborates salts in low to moderate yields. Using EPR spin trapping experiments the radical species that promoted the stereoinversion of Z-vinylic organometallic species during the preparation of potassium vinyltrifluoroborate salts was identified. The experiments support the proposed mechanism, which is based on the homolytic cleavage of the TenBu bond

Synthesis of potassium and tetra n-butylammonium 2-substituted-1,3-dithianotrifluoroborate salts and addition to chiral cyclic N-acyliminium ions

The synthesis of potassium 2-substituted-1,3-dithianotrifluoroborate salts and tetra-n-butyl ammonium derivatives is described. The reaction proceeds under mild reaction conditions and the corresponding products were obtained in moderate to good yields. The reactivity of these compounds in rections with chiral cyclic N-acyliminium ions was evaluated

Layered Copper Hydroxide Salts as Catalyst for the “Click” Reaction and Their Application in Methyl Orange Photocatalytic Discoloration

The 1,2,3-triazoles are an important class of organic compounds that are found in a variety of biologically active compounds. The most usual and efficient methodology to synthetize these compounds is the Copper-catalyzed Azide–Alkyne Cycloaddition (CuAAC), preferably by use of click chemistry principles. Therefore, the development of simple, robust, easily accessible and efficient materials as catalysts for this kind of reaction is highly desirable. In this sense, layered hydroxide salts (LHS) emerge as an interesting alternative for the click reaction. Thus, we describe herein the preparation and characterization of copper (II) layered hydroxide salts and their application as catalysts for the CuAAC reaction under solvent-free conditions. This synthetic methodology of CuAAC reaction is attractive as it follows several concepts of green chemistry, such as being easy to perform, allowing purification without chromatographic column, the process forming no sub-products, affording the desired 1,2,3-traizoles in the specific 1,4-disubstituted position in high yield, and having a short reaction time. Moreover, the photocatalysis for the degradation of methyl orange was also highly efficient using the same catalyst

Synthesis of 2-Aryl- and 2,5-Diarylfurans and Thiophenes by Suzuki-Miyaura Reactions Using Potassium Trifluoroborate Salts and Heteroaryltellurides

The Suzuki-Miyaura cross-coupling reaction of 2-(butyltellanyl) or 2,5-bis-(butyltellanyl)furans and thiophenes with potassium aryltrifluoroborate salts catalyzed by palladium afforded 2-aryl- or 2,5-diaryl-furans and thiophenes in moderate to good yields.Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP)[07/59404-2]Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP)[07/51466-9]Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP)[05/59141-6]Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)[154976/2006-7

Synthesis, anti-inflammatory activity and molecular docking studies of 2,5-diarylfuran amino acid derivatives

A series of 2,5-diaryl substituted furans functionalized with several amino acids were synthesized and evaluated as the cyclooxygenases COX-1 and COX-2 enzymes inhibitors. The proline-substituted compound inhibited PGE(2) secretion by LPS-stimulated neutrophils, suggesting selectivity for COX-2. Molecular docking studies in the binding site of COX-2 were performed. (C) 2011 Elsevier Masson SAS. All rights reserved.FAPESPFAPESP [07/59404-2]CNPq [300613/2007, 306532/2009-3, 308116/2010-0]CNPqCAPES (Rede Nanobiotec-Brasil) [808/2009]CAPES (Rede NanobiotecBrasil

Self-supported nickel nanoparticles on germanophosphate glasses : synthesis and applications in catalysis

The development of supported catalysts based on simple procedures without waste products and timeconsuming steps is highly desirable. In this paper, self-supported nickel-based nanoparticles were obtained at the surface of the germanophosphate glasses by bottom-up process and evaluated as potential catalysts for the benzyl alcohol oxidation and bis(indolyl)methanes synthesis. A classical meltquenching technique was used for preparing the nickel-doped germanophosphate glasses, followed by annealing under a hydrogen atmosphere at 400 C for two different times. The approach enabled the synthesis of self-supported nanoparticles as a homogeneous film, covering the glass surface. The physical and chemical properties of synthesized glasses were characterized by UV-vis and Raman spectroscopies and thermal analysis. Scanning electron microscopy (SEM) and X-ray photoelectron spectroscopy (XPS) were performed to monitor the growth process, morphology and chemical bonding structure of the nanoparticles surface.Instituto de Química (IQ