A New Efficient Synthesis of 3-Nitropyridine and Substituted Derivatives

Jan M. Bakke; Eli Ranes

doi:10.1055/s-1997-4463

Synthesis 1997; 1997(3): 281-283
DOI: 10.1055/s-1997-4463

short paper

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A New Efficient Synthesis of 3-Nitropyridine and Substituted Derivatives

Jan M. Bakke^* , Eli Ranes

^*Organic Chemistry Laboratories, The Norwegian University of Science and Technology, Sem Sælandsvei 8, N-7034 Trondheim, Norway, Fax +47(7359)4256; E-mail bakke@kjemi.unit.no

Abstract

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Pyridine and pyridine derivatives have been nitrated in the β-position by reaction with N₂O₅ or NO₂ ⋅ BF₄ in MeNO₂, THF or MeCN to form the N-nitropyridinium salt. This was then reacted with an aqueous solution of a nucleophile to give the β-nitro compound in moderate to good yield.

pyridine - N-nitropyridinium salts - NO₂ ⋅ BF₄ - dinitrogen pentoxide

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