Microwave Assisted Hydrogenation of Pyridinecarboxylates: a Convenient Access to Valuable Scaffolds for Diversity Oriented Synthesis

Author(s): Serena Ferrini, Elena Cini, Elena Petricci, Maurizio Taddei.

Journal Name: Current Microwave Chemistry

Volume 3 , Issue 2 , 2016

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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.

Keywords: Amines, diversity oriented synthesis, heterocycles, heterogeneous catalysis, hydrogenation, pinner reaction.

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Article Details

VOLUME: 3
ISSUE: 2
Year: 2016
Page: [131 - 138]
Pages: 8
DOI: 10.2174/2213335602666150727220401
Price: $58

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