64146-60-7Relevant academic research and scientific papers
Ferrocenyl bisoxazoline as an efficient non-phosphorus ligand for palladium-catalyzed copper-free Sonogashira reaction in aqueous solution
Yu, Shuyan,Wu, Jingxin,He, Xinwei,Shang, Yongjia
, (2017/11/23)
Pd(OAc)2-catalyzed Sonogashira coupling reactions of alkynes and a variety of aryl halides with 1,3-bis(5-ferrocenylisoxazoline-3-yl)benzene as an efficient non-phosphorus ligand under copper-free conditions are presented. The main advantages over previous methodologies include low catalyst loading (0.2 mol% Pd(OAc)2 and 0.4 mol% ferrocenyl bisoxazoline ligand are sufficient for these coupling reactions), less problematic reaction medium (water–dimethylformamide) and more convenient operation (no requirement for nitrogen protection).
CLASS II HMG-COA REDUCTASE INHIBITORS AND METHODS OF USE
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Paragraph 0049, (2014/01/08)
Disclosed are compositions and methods for treating bacterial infections.
In situ stabilization of Pd0-nanoparticles into the nanopores of modified Montmorillonite: Efficient heterogeneous catalysts for Heck and Sonogashira coupling reactions
Borah, Bibek Jyoti,Dutta, Dipak Kumar
, p. 202 - 209 (2013/02/22)
In situ generation of Pd0-nanoparticles into the nanopores of modified Montmorillonite and their catalytic performance in carboncarbon bond formation namely Heck and Sonogashira reactions, have been carried out. The modification of Montmorillonite was carried out by activating with H 2SO4 under controlled conditions for generating nanopores on the surface, which act as a 'Host' for Pd0-nanoparticles and was prepared by loading of K2PdCl4 metal precursor through incipient wetness impregnation technique followed by reduction with hydrazine hydrate. Powder-XRD, SEM-EDX, TEM, N2 adsorption, XPS, etc. analyses were carried out to characterize the stabilized nanoparticles as well as the supports. TEM study reveals that Pd0-nanoparticles of size below 10 nm were evenly distributed on the support and exhibit face centered cubic (fcc) lattice. The supported metal nanoparticles serve as efficient heterogeneous catalyst for the Heck coupling reaction in which the vinylation of aryl halides with olefins result cross-coupling products with maximum 96% isolated yield and >99% trans selectivity while in the alkynylation of aryl halides with terminal alkynes, i.e. in Sonogashira coupling reaction, a maximum of 94% isolated yield with 100% selectively cross-coupling products were observed. The nanocatalysts could be recycled and reused several times without significant loss of their catalytic activities.
Palladacycle-catalyzed decarboxylative coupling of alkynyl carboxylic acids with aryl chlorides under air
Li, Xi'Ang,Yang, Fan,Wu, Yangjie
, p. 4543 - 4550 (2013/06/05)
A highly efficient and practical protocol for palladacycle-catalyzed decarboxylative coupling of alkynyl carboxylic acids with aryl chlorides was developed. The reaction could proceed smoothly in air within 3 h under optimized reaction conditions (1 mol % of palladacycle, 4 mol % of Xphos, 2.0 equiv of K2CO3 in xylene/H2O), affording the corresponding internal alkynes in mostly good to excellent yields. Remarkably, this result represents the first successful examples of this type of decarboxylative cross-coupling using electron-poor, electron-neutral and even inactive sterically hindered electron-rich aryl chlorides as the starting materials.
Thermoregulated copper-free Sonogashira coupling in water
Liu, Ning,Liu, Chun,Xu, Qiang,Jin, Zilin
supporting information; experimental part, p. 4422 - 4428 (2011/10/01)
The Sonogashira cross-coupling reaction between aryl halides and terminal alkynes was carried out smoothly in water over a thermoregulated ligand-palladium catalyst under copper-free conditions, resulting in good to excellent yields. The Sonogashira react
CuI/PPh3/PEG-Water: An efficient catalytic system for cross-coupling reaction of aryl iodides and alkynes
Chen, Gong,Xie, Jianwei,Weng, Jiang,Zhu, Xinhai,Zheng, Zhanchao,Cai, Jiwen,Wan, Yiqian
experimental part, p. 3123 - 3133 (2011/09/19)
An efficient protocol for the copper-catalyzed Sonogashira coupling of aryl iodides with terminal acetylenes in water-polyethylene glycol has been established. Both electron-rich and electron-deficient aryl iodides were arylalkynated under microwave heating or reflux in oil bath to afford good to excellent yields. Copyright
Palladium-free copper-catalyzed coupling reaction of aryl iodides and terminal acetylenes in water
Chen, Gong,Zhu, Xinhai,Cai, Jiwen,Wan, Yiqian
, p. 1355 - 1361 (2008/02/01)
An efficient and general method has been developed for palladium-free copper-catalyzed cross-coupling reactions of aryl iodides and terminal acetylenes under microwave irradiation in water, producing various alkynes in excellent yields. This process can also be successfully carried out under reflux in an oil bath. Copyright Taylor & Francis Group, LLC.
Nanocrystalline magnesium oxide stabilized palladium(0): An efficient heterogeneous catalyst for heck and sonogashira coupling of aryl halides
Kantam, M. Lakshmi,Roy, Sarabindu,Roy, Moumita,Subhas,Likhar, Pravin R.,Sreedhar, Bojja,Choudary
, p. 2747 - 2750 (2008/02/11)
Nanocrystalline magnesium oxide supported palladium(0) catalyst [NAP-Mg-Pd(0)], prepared by the counter-ion stabilization of PdCl 42 followed by reduction with hydrazine hydrate, was effectively used in the Heck olefination of haloarenes (chloro, bromo, and iodo) to afford good to excellent yields of substituted olefins. This ligand-free heterogeneous NAP-Mg-Pd(0) catalyst was quantitatively recovered from the reaction by a simple filtration and reused for a number of cycles with almost no loss of activity. Moreover, NAP-Mg-Pd(0) efficiently catalyzed the Sonogashira coupling of haloarenes with terminal alkynes without any copper co-catalyst under milder conditions to afford excellent yields of substituted alkynes. Georg Thieme Verlag Stuttgart.
Cross-Coupling of Alkynylsilanols with Aryl Halides Promoted by Potassium Trimethylsilanolate
Denmark, Scott E.,Tymonko, Steven A.
, p. 9151 - 9154 (2007/10/03)
The palladium-catalyzed cross-coupling of aliphatic alkynylsilanols with aryl iodides has been demonstrated with potassium trimethylsilanolate as the coupling promoter and copper(I) iodide as a cocatalyst. The cross-coupling proceeds at room temperature in good to excellent yield with a range of aryl iodides. A comparison of the reactivity of alkynylsilanols, trimethylsilylalkynes, and terminal alkynes under fluoride and fluoride-free conditions was performed to elucidate the role of silicon in the Sonogashira reaction.
Catalytic coupling of terminal acetylenes with iodoarenes and diaryliodonium salts in water
Bumagin, Nikolai A.,Sukhomlinova, Ludmila I.,Luzikova, Elena V.,Tolstaya, Tatiana P.,Beletskaya, Irina P.
, p. 897 - 900 (2007/10/03)
The catalytic coupling of terminal acetylenes with iodoarenes and diaryliodonium salts are shown to occur in aqueous K2CO3 in the presence of 10 mol.% Bu3N under very mild conditions using PdCl2(PPh3)2 and CuI as catalyst precursor to give substituted tolans in high yields.
