Hydrogenation of pyridine under Microwave (MW) dielectric heating is a valuable method for a rapid approach to piperidine synthesis. Starting from easily available pyridinecarboxylate derivatives, aminopipecolic scaffolds were prepared and further decorated with a procedure potentially useful for parallel synthesis. MW hydrogenation on PtO2 proceeded with high stereoselectivity and low catalyst loading under mild conditions (80°C and 850 MPa of H2 pressure). MWs were also effective to perform a Pinner reaction on 2-cyano-nitropyridines to obtain the corresponding methyl nitropyridine carboxylates. A general procedure to decorate the 3-, 4-, and 5-amino-pipecolic derivatives obtained from the pyridine hydrogenation has been also developed.
Ferrini, S., Cini, E., Petricci, E., Taddei, M. (2016). Microwave Assisted Hydrogenation of Pyridinecarboxylates: a Convenient Access to Valuable Scaffolds for Diversity Oriented Synthesis. CURRENT MICROWAVE CHEMISTRY, 3(2), 131-138 [10.2174/2213335602666150727220401].
Microwave Assisted Hydrogenation of Pyridinecarboxylates: a Convenient Access to Valuable Scaffolds for Diversity Oriented Synthesis
FERRINI, SERENA;CINI, ELENA;PETRICCI, ELENA;TADDEI, MAURIZIO
2016-01-01
Abstract
Hydrogenation of pyridine under Microwave (MW) dielectric heating is a valuable method for a rapid approach to piperidine synthesis. Starting from easily available pyridinecarboxylate derivatives, aminopipecolic scaffolds were prepared and further decorated with a procedure potentially useful for parallel synthesis. MW hydrogenation on PtO2 proceeded with high stereoselectivity and low catalyst loading under mild conditions (80°C and 850 MPa of H2 pressure). MWs were also effective to perform a Pinner reaction on 2-cyano-nitropyridines to obtain the corresponding methyl nitropyridine carboxylates. A general procedure to decorate the 3-, 4-, and 5-amino-pipecolic derivatives obtained from the pyridine hydrogenation has been also developed.File | Dimensione | Formato | |
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https://hdl.handle.net/11365/999313