Organic Chemistry Portal



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:

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

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


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

see article for more examples

proposed mechanism

Key Words

nitro compounds, ketones, Nef Reaction

ID: J72-Y2002-810