93316-56-4Relevant academic research and scientific papers
Aminocarbonylation of Aryl Tosylates to Carboxamides
Chung, Seungwon,Sach, Neal,Choi, Chulho,Yang, Xiaojing,Drozda, Susan E.,Singer, Robert A.,Wright, Stephen W.
supporting information, p. 2848 - 2851 (2015/06/16)
The palladium - catalyzed aminocarbonylation of aryl tosylates with amines is reported. Suitable conditions were identified by high throughput reaction screening and then further optimized. The substrate scope of the reaction with respect to the aryl tosylate component and the amine component are reported. Competitive aminolysis of the aryl tosylates to afford the amine toluenesulfonamides and the phenol was not observed.
Palladium-catalyzed carbonylation of aryl tosylates and mesylates
Munday, Rachel H.,Martinelli, Joseph R.,Buchwald, Stephen L.
, p. 2754 - 2755 (2008/09/19)
A general protocol for the palladium-catalyzed carbonylation of aryl tosylates and mesylates to form esters has been developed using a catalyst system derived from Pd(OAc)2 and the bulky, bidentate dcpp ligand. The system operates under mild conditions: atmospheric CO pressure and temperatures of 80-110 °C. A broad substrate scope has been demonstrated allowing carbonylation of electron-rich, electron-poor, and heterocyclic tosylates and mesylates, and the reaction shows wide functional group tolerance. Copyright
Heterogeneous catalysis with nickel-on-graphite (Ni/Cg): Reduction of aryl tosylates and mesylates
Lipshutz, Bruce H.,Frieman, Bryan A.,Butler, Tom,Kogan, Vladimir
, p. 800 - 803 (2007/10/03)
(Chemical Equation Presented) How would you reduce an aryl OH group? Traditionally, a palladium catalyst, a mild source of hydride, and a triflate derivative are used in solution. A more modern alternative is presented that is not only economical but heterogeneous as well. Nickel-on-graphite (Ni/C g) is introduced as a very inexpensive catalyst that reduces aryl tosylates and mesylates with excellent functional group tolerance.
