Tetrahedron report number 667
Recent synthetic developments in the nitro to carbonyl conversion (Nef reaction)Roberto Ballini and Marino PetriniTetrahedron 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)AbstractNew 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 ReactionH. Chikashita, Y. Morita, and K. ItohSynth. 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)AbstractAn 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..