1295576-71-4Relevant academic research and scientific papers
C2-Selective silylation of pyridines by a rhodium-aluminum complex
Hara, Naofumi,Uemura, Nao,Nakao, Yoshiaki
, p. 5957 - 5960 (2021/06/18)
We have developed a C2-selective mono-silylation of a variety of pyridines using a Rh-Al complex. Both the site- and mono-selectivity are controlledviathe pyridine coordination to the Lewis-acidic Al center prior to the activation of the pyridine C(2)-H bond at the proximal Rh center. A reaction mechanism is proposed based on several mechanistic studies, including the isolation of a (2-pyridyl)silylrhodium intermediate.
Palladium-catalyzed regioselective silaboration of pyridines leading to the synthesis of silylated dihydropyridines
Oshima, Kazuyuki,Ohmura, Toshimichi,Suginome, Michinori
supporting information; experimental part, p. 7324 - 7327 (2011/06/23)
The addition of silylboronic esters to pyridine takes place in toluene at 50 °C in the presence of a palladium catalyst to give N-boryl-4-silyl-1,4- dihydropyridines in high yield. The regioselective 1,4-silaboration also proceeds in the reaction of 2-picoline and 3-substituted pyridines, whereas 4-substituted pyridines undergo 1,2-silaboration to give N-boryl-2-silyl-1,2- dihydropyridines regioselectively.
