62872-49-5Relevant academic research and scientific papers
Lewis Base-Promoted Ring-Opening 1,3-Dioxygenation of Unactivated Cyclopropanes Using a Hypervalent Iodine Reagent
Gieuw, Matthew H.,Ke, Zhihai,Yeung, Ying-Yeung
supporting information, p. 3782 - 3786 (2018/03/13)
A facile and effective system has been developed for the regio- and chemoselective ring-opening/electrophilic functionalization of cyclopropanes through C?C bond activation by [bis(trifluoroacetoxy)iodo]benzene with the aid of the Lewis basic promoter p-toluenesulfonamide. The p-toluenesulfonamide-promoted system works well for a wide range of cyclopropanes, resulting in the formation of 1,3-diol products in good yields and regioselectivity.
TRANSFORMATIONS OF PHENYLCYCLOPROPANES UNDER THE INFLUENCE OF VARIOUS DIACYLOXYIODO DERIVATIVES
Saginova, L. G.,Bondarenko, O. B.,Gazzaeva, R. A.,Shabarov, Yu. S.
, p. 477 - 480 (2007/10/02)
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.
DIRECT IODINATION OF ARYLCYCLOPROPANES
Saginova. L. G.,Bondarenko, O. B.,Shabarov, Yu. S.,Gazzaev, R. A.
, p. 1935 - 1939 (2007/10/02)
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.
