Tetrahedron report number 667
Recent synthetic developments in the nitro to carbonyl conversion (Nef reaction)
Roberto Ballini and Marino Petrini
Tetrahedron 60(5), 1017-1047 (2004) (https://www.thevespiary.org/rhodium/Rhodium/pdf/nef.reaction.review.2004.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/pdf/nef.reaction.review.2004.pdf)
DOI:10.1016/j.tet.2003.11.016 (http://dx.doi.org/10.1016/j.tet.2003.11.016)
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000499825-nef.gif)
Abstract
New synthetic approaches and applications of the Nef reaction, appeared in the literature since 1990, are reviewed.
Transformation of Aromatic Nitroalkanes into Carbonyl Compounds by the Improved Nef Reaction
H. Chikashita, Y. Morita, and K. Itoh
Synth. Commun. 17(6), 677-683 (1987) (https://www.thevespiary.org/rhodium/Rhodium/chemistry/nef.two-phase.html)
(https://www.thevespiary.org/rhodium/Rhodium/chemistry/nef.two-phase.html)
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000499825-file_7hec.gif)
Abstract
An improved two-layer method of the Nef reaction which is effective for the conversion of a variety of aromatic nitroalkanes into carbonyl compounds is described.
The yields of phenylacetaldehydes from phenyl-2-nitroethanes cluster around 65% while phenylacetone is isolated in almost 90% yield, as are several related benzyl ketones..