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Unprecedented, selective Nef reaction of secondary nitroalkanes promoted by DBU under basic homogeneous conditions

Roberto Ballini*, Giovanna Bosica, Dennis Fiorini and Marino Petrini

*Dipartimento di Scienze Chimiche, UniversitÓ di Camerino, Via S. Agostino 1, I-62032, Camerino, Italy, Email: roberto.balliniunicam.it

R. Ballini, G. Bosica, D. Fiorini, M. Petrini, Tetrahedron Lett., 2002, 43, 5233-5235.

DOI: 10.1016/S0040-4039(02)01039-0


Abstract

Secondary nitrocompounds can be converted into the corresponding ketones under basic conditions using DBU in acetonitrile. Primary nitroalkanes are unaffected by these conditions.

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proposed mechanism



Key Words

nitro compounds, ketones, Nef Reaction


ID: J72-Y2002-810