123770-66-1Relevant articles and documents
A novel zinc-catalyzed Suzuki-type cross-coupling reaction of aryl boronic acids with alkynyl bromides
Keerthi Krishnan,Saranya, Salim,Rohit,Anilkumar, Gopinathan
, p. 266 - 271 (2019)
A novel Suzuki-type cross-coupling reaction of organoboron reagents with alkynyl bromides has been developed in the presence of catalytic Et2Zn/DMEDA system. The reaction afforded a variety of internal alkynes in moderate to excellent yields under mild reaction conditions without the formation of any homo-coupling products. The resulting internal alkynes have valuable applications in pharmaceutical and industrial areas. The use of relatively non-toxic zinc, chelating amine ligand and low reaction temperature make this protocol an alternative for the synthesis of internal alkynes. The scope and limitations of this protocol are also investigated.
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)
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.
Inside-out core-shell architecture: Controllable fabrication of Cu 2O@Cu with high activity for the Sonogashira coupling reaction
Kou, Jiahui,Saha, Amit,Bennett-Stamper, Christina,Varma, Rajender S.
, p. 5862 - 5864 (2012)
Inside-out core-shell architectures (Cu2O@Cu) with a Cu 2O core and a Cu shell, which are in contrast to the normally reported Cu2O-outside structure (Cu@Cu2O), were fabricated. This strategy can also be applied
Copper-free Sonogashira cross-coupling reaction catalyzed by polymer-supported N-heterocyclic carbene palladium complex
Kim, Jong-Ho,Lee, Dong-Ho,Jun, Bong-Hyun,Lee, Yoon-Sik
, p. 7079 - 7084 (2007)
A core-shell type of polymer-supported N-heterocyclic carbene (NHC) palladium catalyst was applied to Sonogashira cross-coupling reactions without copper cocatalyst under ambient atmosphere. This supported NHC-palladium complex efficiently catalyzed the c
Efficient synthesis of unsymmetric diarylalkynes from decarboxylative coupling in a continuous flow reaction system
Lee, Hee Joon,Park, Kyungho,Bae, Goun,Choe, Jaehoon,Song, Kwang Ho,Lee, Sunwoo
, p. 5064 - 5067 (2011)
Unsymmetric diaryl alkynes were synthesized from the palladium-catalyzed decarboxylative coupling of aryl halides and propiolic acid using a continuous flow reaction system. This flow chemistry system continuously gave the desired products in moderate to good yields, and produced less byproduct than was formed in the batch reaction.
Cross-coupling reactions of gold(I) alkynyl and polyyndiyl complexes
Man, Wing Y.,Bock, S?ren,Zaitseva, Natasha N.,Bruce, Michael I.,Low, Paul J.
, p. 2172 - 2176 (2011)
Gold(I) alkynyl complexes are shown to efficiently couple with aryl iodides under mild conditions in the presence of both Pd(II) and Cu(I) co-catalysts. The reaction is not gold catalysed, but rather the Au(I) centre serves to transfer the alkynyl moiety to Cu(I), which then enters the conventional Sonogashira cycles. Using this method, a small range of 1,4-disubstituted diynes, including examples of differentially substituted compounds ArCCCCAr′, have been prepared directly from [(Ph3P) AuCCCCAu(PPh3)] and aryl iodides ArI.
Si-Gly-CD-PdNPs as a hybrid heterogeneous catalyst for environmentally friendly continuous flow Sonogashira cross-coupling
Cravotto, Giancarlo,Ferlin, Francesco,Martina, Katia,Menzio, Janet,Sciosci, Daniele,Vaccaro, Luigi,Valentini, Federica
supporting information, p. 7210 - 7218 (2021/09/28)
We have reported a waste-minimized protocol for the Sonogashira cross-coupling exploiting the safe use of a CPME/water azeotropic mixture and the utilization of a heterogeneous hybrid palladium catalyst supported onto a silica/β-cyclodextrin matrix in con
