Reactions of Haloadamantane and Ethylmercury chloride with Nitronate Anions by the SRN1 Mechanism.

SANTIAGO A.N., TOLEDO C.A., BASSO, SILVANA M., ROSSI R.A.

Royal Society of Chemistry

Lugar: Paris; Año: 2005 vol. 29 p. 875 - 875

p style="MARGIN: 0pt">Secondary or tertiary nitro compounds can be easily obtained by photostimulated reaction of the anions corresponding to primary or secondary nitroalkanes with either 1-iodoadamantane (1-AdI) or ethylmercury chloride (EtHgCl) by the SRN1 mechanism. Only 1-AdI requires the presence of the enolate anion of acetone as an entrainment reagent. The procedure works well with the nitroanions derived from 1-nitropentane, nitroethane or 6-nitrohex-1-ene, but with 2-nitropropane ion the outcome depends on the substrate and solvent.