TRANSFORMATIONS OF PHENYLCYCLOPROPANES UNDER THE INFLUENCE OF VARIOUS DIACYLOXYIODO DERIVATIVES
The reaction of phenylcyclopropanes with various (diacycloxyiodo)benzenes and iodine tristrifluoracetate was studied. (Bistrichloroacetoxyiodo)benzene and (bistrifluoracetoxyiodo)benzene react with phenylcyclopropanes exclusively in the small ring with the formation of the respective 1-phenyl-1,3-bis(acyloxy)propanes.Iodine tristrifluoroacetate in reaction with phenylcyclopropanes attacks both the small ring and the aromatic ring, which leads to the production of the esters of 1,3-diols and p-iodophenylcyclopropanes.Possible mechanisms are proposed for the oxidative cleavage of the trimethyl ring of phenylcyclopropanes.
Saginova, L. G.,Bondarenko, O. B.,Gazzaeva, R. A.,Shabarov, Yu. S.
p. 477 - 480
(2007/10/02)
ACTION OF TRIFLUOROACETOXYIODO DERIVATIVES ON PHENYLCYCLOPROPANES
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Gazzaeva, R. A.,Shabarov, Yu. A.,Saginova, L. G.
p. 199 - 200
(2007/10/02)
DIRECT IODINATION OF ARYLCYCLOPROPANES
In reaction with phenylcyclopropane in carbon tetrachloride, nitromethane, or chloroform at temperatures between -10 and 20 deg C the complexes of iodine with (bistrifluoroacetoxyiodo)benzene and (diacetoxyiodo)benzene only give the products from the opening of the small ring.By means of the iodine-(diacetoxyiodo)benzene system in the reaction with arylcyclopropanes in a mixture of chloroform and trifluoroacetic acid at -30 deg C it is possible to obtain the products from iodination in the aromatic ring.
Saginova. L. G.,Bondarenko, O. B.,Shabarov, Yu. S.,Gazzaev, R. A.
p. 1935 - 1939
(2007/10/02)
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