90104-64-6Relevant articles and documents
TRANSFORMATIONS OF ARYL-SUBSTITUTED MONO- AND DIMETHOXYCYCLOPROPANES BY THE ACTION OF NITRATING AGENTS
Novokreshchennykh, V. D.,Mochalov, S. S.,Lukashova, E. A.,Shabarov, Yu. S.
, p. 96 - 101 (2007/10/02)
It was shown that the three-membered ring in 1,1-dimethoxy-2-phenylcyclopropane undergoes oxidative cleavage under the influence of both nitric acid and nitronium fluoroborate in acetic anhydride, leading to the formation of methyl cinnamate and 2-phenyl-2-acetoxypropionate.The ratio of the obtained esters depends on the reaction temperature and does not result from their mutual transformations.Under the same conditions 1-methoxy-2-(2-nitrophenyl)cyclopropane is converted mainly into o-nitrocinnamaldehyde and 5-methoxy-3-(2-nitrophenyl)-Δ2-isoxazoline.The formation of this substituted isoxazoline becomes predominant when the reaction is carried out with nitronium fluoroborate in nitromethane.