1174281-23-2Relevant academic research and scientific papers
A Novel Convenient Synthesis of Pyridinyl and Quinolinyl Triflates and Tosylates via One-Pot Diazotization of Aminopyridines and Aminoquinolines in Solution
Kassanova, Assiya Zh.,Krasnokutskaya, Elena A.,Beisembai, Perizat S.,Filimonov, Victor D.
, p. 256 - 262 (2016/01/15)
The first effective and simple method for the direct one-pot transformation of 2-, 3-, and 4-aminopyridines, 2,6-diaminopyridines, and 2-aminoquinoline into the corresponding pyridinyl and quinolinyl trifluoromethanesulfonates and tosylates in solvents was developed. The procedure involves diazotization of the heterocyclic amines with sodium nitrite in mixed hexane-DMSO or hexane-DMF solutions in the presence of trifluoromethanesulfonic acid or p-toluenesulfonic acid.
A new one-pot solvent-free synthesis of pyridinyl tosylates via diazotization of aminopyridines
Tretyakov, Alexey N.,Krasnokutskaya, Elena A.,Gorlushko, Dmitry A.,Ogorodnikov, Vladimir D.,Filimonov, Victor D.
supporting information; experimental part, p. 85 - 87 (2011/02/25)
A new, convenient, one-pot method for the synthesis of pyridinyl tosylates is developed. The procedure involves sequential diazotization/tosylation of aminopyridines with sodium nitrite and p-toluenesulfonic acid under solvent-free conditions in a water p
Heteroaromatic tosylates as electrophiles in regioselective Mizoroki-Heck-coupling reactions with electron-rich olefins
Gogsig, Thomas M.,Lindhardt, Anders T.,Dekhane, Mouloud,Grouleff, Julie,Skrydstrup, Troels
supporting information; experimental part, p. 5950 - 5955 (2010/02/28)
Heteroaromatic 2-pyridyl tosylates were successfully applied as electrophiles in palladium(0)-catalyzed Mizoroki-Heck-coupling reactions to electron-rich olefins with complete aregioselectivity. This protocol represents a general strategy for the application of pyridyl tosylates and mesylates in the Mizoroki-Heck coupling. The catalytic system also proved adaptable to changes in the heteroaromatic core as well as large-scale applications. Finally, the synthetic utility of the functionalized α-heteroarylvinyl amides was established providing straightforward access to highly functionalized heteroaromatic compounds including chiral benzylic amide derivatives.
