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Reduction of aromatic nitrocompounds by sodium borohydride in methanol in the presence of sodium methoxide

Journal Article


Abstract


  • The paper presents the results of the reduction of 4-nitroimidazoles, 4- nitropyrazoles and 3-nitropyridines by sodium borohydride or sodium borodeuteride in methanol in the presence of sodium methoxide. 1-Substituted 4-nitroimidazoles yield oximes of 4-imidazolidinones, the nitropyrazoles and nitropyridines yield respective azoxy compounds. The reaction mechanism proposed in the work makes allowances for catalytic effect of the system methanol-methoxide.

Publication Date


  • 1996

Citation


  • Suwi¿ski, J., Wagner, P., & Holt, E. M. (1996). Reduction of aromatic nitrocompounds by sodium borohydride in methanol in the presence of sodium methoxide. Tetrahedron, 52(28), 9541-9552. doi:10.1016/0040-4020(96)00491-7

Scopus Eid


  • 2-s2.0-0030575344

Start Page


  • 9541

End Page


  • 9552

Volume


  • 52

Issue


  • 28

Abstract


  • The paper presents the results of the reduction of 4-nitroimidazoles, 4- nitropyrazoles and 3-nitropyridines by sodium borohydride or sodium borodeuteride in methanol in the presence of sodium methoxide. 1-Substituted 4-nitroimidazoles yield oximes of 4-imidazolidinones, the nitropyrazoles and nitropyridines yield respective azoxy compounds. The reaction mechanism proposed in the work makes allowances for catalytic effect of the system methanol-methoxide.

Publication Date


  • 1996

Citation


  • Suwi¿ski, J., Wagner, P., & Holt, E. M. (1996). Reduction of aromatic nitrocompounds by sodium borohydride in methanol in the presence of sodium methoxide. Tetrahedron, 52(28), 9541-9552. doi:10.1016/0040-4020(96)00491-7

Scopus Eid


  • 2-s2.0-0030575344

Start Page


  • 9541

End Page


  • 9552

Volume


  • 52

Issue


  • 28