65614-94-0Relevant academic research and scientific papers
Nickel-Catalyzed Hiyama-type Decarboxylative Coupling of Propiolic Acids and Organosilanes
Edwin Raja, Gabriel Charles,Irudayanathan, Francis Mariaraj,Kim, Han-Sung,Kim, Jimin,Lee, Sunwoo
, p. 5244 - 5249 (2016/07/06)
A Ni catalytic system was developed for the decarboxylative coupling reaction of alkynyl carboxylic acids with organosilanes. Ni(acac)2 and 1,10-phenanthroline showed the best result in the presence of CsF and CuF2 at 120 °C. This system tolerated the presence of alkyl, alkoxy, halogen, nitro, cyano, ketone, and ester functional groups. Moreover, the reaction with but-2-ynedioic acid and organosilane afforded the corresponding symmetrical diarylalkynes.
Melamine-based microporous network polymer supported palladium nanoparticles: A stable and efficient catalyst for the sonogashira coupling reaction in water
Shunmughanathan, Murugesan,Puthiaraj, Pillaiyar,Pitchumani, Kasi
, p. 666 - 673 (2015/03/05)
A template consisting of a melamine-based microporous polymer network was synthesized and utilized as a solid support to stabilize palladium nanoparticles; the resulting Pd/SNW1 material showed good catalytic activity in copper-free Sonogashira coupling in water. Various aryl iodides were efficiently coupled with arylacetylenes under very low catalyst loadings in an environmentally benign medium. Hot filtration tests confirmed the heterogeneity of the catalyst, which was reused under the optimized conditions without any significant change in its activity. This simple preparation of the catalyst, the stability of the catalyst, product selectivity, and easy recovery and regeneration indicate the possible utilization of this catalytic system in a multitude of catalyzed reactions and industrial processes. Networking possibilities: A template consisting of melamine-based microporous polymer network is synthesized and utilized as a solid support to stabilize palladium nanoparticles; the resulting Pd/SNW1 material shows good catalytic activity in copper-free Sonogashira coupling in water. Various aryl iodides are efficiently coupled with arylacetylenes under very low catalyst loadings in an environmentally benign medium.
Palladacycle-catalyzed deacetonative sonogashira coupling of aryl propargyl alcohols with aryl chlorides
Hu, Hao,Yang, Fan,Wu, Yangjie
, p. 10506 - 10511 (2013/11/06)
An efficient and general protocol for the deacetonative Sonogashira coupling of aryl propargyl alcohols with aryl chlorides is described. The reaction proceeded smoothly with the catalyst system of palladacycle/Xphos. This result represents the first succ
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.
Copper-catalyzed alkyne-aryne coupling reaction under microwave conditions: preparation of unsymmetric and symmetric di-substituted alkynes
Akubathini, Shashidhar Kumar,Biehl, Ed
scheme or table, p. 1809 - 1811 (2009/07/05)
Several unsymmetric and symmetric alkynes were prepared excellent to modest yields by generating benzyne from the reaction of 2-(trimethylsilyl)phenyl triflate with CsF in the presence of CuI and terminal alkyne under microwave heating for 30 min at 150 °
Copper-catalyzed 2:1 Coupling reaction of arynes with alkynes
Yoshida, Hiroto,Morishita, Takami,Nakata, Hiromi,Ohshita, Joji
supporting information; experimental part, p. 373 - 376 (2009/08/08)
(Chemical Equation Presented) A formal insertion reaction of two molar amounts of arynes into a C-H bond of terminal alkynes is efficaciously catalyzed by copper(1) chloride, giving 2-alkynylbiaryls in one step.
Copper-catalyzed alkyne-aryne and alkyne-alkene-aryne coupling reactions
Xie, Chunsong,Liu, Leifang,Zhang, Yuhong,Xu, Peixin
supporting information; experimental part, p. 2393 - 2396 (2009/05/11)
(Chemical Equation Presented) The efficient copper-catalyzed two-component coupling reaction of alkynes with arynes and the three-component coupling reaction of alkynes with allylic chlorides and arynes have been developed. Copper acetylide was postulated as a transient intermediate for the initiation of the coupling reactions.
