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For conditions for the Henry (nitro-aldol) condensation of nitroalkanes with carbonyl compounds, see 1-Nitropropane, A11975. In the Tiffeneau-Demjanov ring expansion of ketones, the nitro aldol is reduced to the ?-hydroxyamine before diazotization; see, e.g. (cyclohexanone to cycloheptanone): Org. Synth. Coll., 4, 221 (1963); review: Org. React., 11, 157 (1960).• For a review of the use of nitro compounds as alkyl anion synthons, including methods for removing the nitro group from the resulting carbon skeletons, see: Synthesis, 833 (1988).
• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1174 (2007).
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For reaction with TosMIC adducts to give pyrroles, see p-Toluenesulfonylmethyl isocyanide, A14312.