100325-54-0Relevant academic research and scientific papers
Silyl-protected dioxaborinanes: Application in the Suzuki cross-coupling reaction
Goggins, Sean,Rosevere, Eleanor,Bellini, Clement,Allen, Joseph C.,Marsh, Barrie J.,Mahon, Mary F.,Frost, Christopher G.
supporting information, p. 47 - 52 (2014/01/06)
The synthesis of a range of novel silyl-protected dioxaborinanes as a column- and bench-stable boron reagent were found to be advantageous to achieving good yields in palladium-catalysed cross-coupling reactions under standard conditions. This journal is The Royal Society of Chemistry.
Palladium-catalyzed coupling of polyfluorinated arenes with heteroarenes via C-F/C-H activation
Yu, Daohong,Lu, Long,Shen, Qilong
supporting information, p. 940 - 943 (2013/03/29)
The first palladium-catalyzed coupling of 2-pyridyl-polyfluoroarenes and benzoxazole, thiazole, benzothiazole, benzoimidazole, oxazole or oxadiazole via a concurrent C-F/C-H activation is described. Initial mechanistic studies showed that C-F activation o
Nickel-catalyzed Suzuki-Miyaura reaction of aryl fluorides
Tobisu, Mamoru,Xu, Tian,Shimasaki, Toshiaki,Chatani, Naoto
supporting information; experimental part, p. 19505 - 19511 (2012/01/31)
Two protocols for the nickel-catalyzed cross-coupling of aryl fluorides with aryl boronic esters have been developed. The first employs metal fluoride cocatalysts, such as ZrF4 and TiF4, which enable Suzuki-Miyaura reactions of aryl fluorides bearing electron-withdrawing (ketones, esters, and CF3), aryl and alkenyl groups as well as those comprising fused aromatic rings, such as fluoronaphthalenes and fluoroquinolines. The second protocol employs aryl fluorides bearing ortho-directing groups, which facilitate the difficult C-F bond activation process via cyclometalation. N-heterocycles, such as pyridines, quinolines, pyrazoles, and oxazolines, can successfully promote cross-coupling with an array of organoboronic esters. A study into the substituent effects with respect to both coupling components has provided fundamental insights into the mechanism of the nickel-catalyzed cross-coupling of aryl fluorides.
Palladium-catalyzed fluorination of carbon-hydrogen bonds
Hull, Kami L.,Anani, Waseem Q.,Sanford, Melanie S.
, p. 7134 - 7135 (2007/10/03)
This communication describes the development of a new Pd-catalyzed method for the fluorination of carbon-hydrogen bonds. A key step of these transformations involves palladium-mediated carbon-fluorine couplinga much sought after, but previously unpreceden
