72233-07-9Relevant academic research and scientific papers
TRANSFORMATION OF SOME CYCLOPROPYL(DIACETOXYIODO)BENZENES UNDER THE INFLUENCE OF PROTIC ACIDS
Shabarov, Yu. S.,Pisanova, E. V.,Saginova, L. G.
, p. 1685 - 1689 (2007/10/02)
In reaction with concentrated sulfuric acid and HBF4*(C2H5)2O at temperatures above -10 deg C o- and p-cyclopropyl(diacetoxyiodo)benzenes and also o-(1-methylcyclopropyl)(diacetoxyiodo)benzene undergo resinification.The action of concentrated hydrobromic acid leads to the formation of the corresponding (iodophenyl)cyclopropanes.Treatment of the diacetoxyiodides with trifluoroacetic acid at 0 deg C leads to opening of the trimethylene ring with the formation of the corresponding (iodophenyl)-1,3-bis(trifluoroacetoxy)propanes.A comparative study of the reactivity ofthe diacetoxyiodides was made, and it was shown that the small ring in the ortho-substituted derivatives opens best of all.A reaction mechanism is proposed.
