808750-49-4Relevant academic research and scientific papers
Pd-catalyzed reactions on pyridinium N-heteroarylaminides. Step-by-step synthesis of 3,5-unsymmetrically disubstituted 2-aminopyridines
Córdoba, Marta,Castillo, Rafael R.,Izquierdo, M. Luisa,Alvarez-Builla, Julio
experimental part, p. 2624 - 2632 (2010/05/01)
Suzuki-Miyaura cross-coupling processes on N-pyridinium bromoazinyl aminides allow access to 3,5-disubstituted N-alkyl-2-aminopyridines. The synthetic pathway involves a regioselective bromination of pyridinium N-(pyridin-2-yl)aminide and a subsequent reaction with boronic acids to afford monosubstituted aminides in good yields. An additional bromination in the 5-position of the pyridine ring followed by a coupling reaction gives pyridinium N-(3,5-diarylpyridin-2-yl)aminides. Finally, a regioselective alkylation on the exo-nitrogen and reduction of the N-N bond yields highly substituted 2-aminopyridines.
Suzuki reaction on pyridinium N-haloheteroarylaminides: regioselective synthesis of 3,5-disubstituted 2-aminopyrazines
Castillo, Rafael,Reyes, M. José,Izquierdo, M. Luisa,Alvarez-Builla, Julio
, p. 1351 - 1370 (2008/09/18)
An extensive study of Suzuki-Miyaura cross-coupling processes on N-pyridinium bromoazinyl aminides has been performed. Mono- and disubstitution on 5- and 3,5-bromo derivatives produced the corresponding aryl derivatives. In the disubstituted compounds reg
Suzuki reaction on pyridinium N-(5-bromoheteroar-2-yl)aminides
José Reyes,Luisa Izquierdo,Alvarez-Builla, Julio
, p. 8713 - 8715 (2007/10/03)
The Suzuki cross-coupling reaction takes place efficiently on bromoaminides 3 (5) employing Cs2CO3 as base and Pd(PPh 3)4 as catalyst, yielding mono- and di-coupled products 4 (6). The reactivity of substituted
