2981-99-9Relevant academic research and scientific papers
Study of the Features of the Reaction of Arylcyclopropanes with Nitrozonium Ethyl Sulfate or Nitrozonium Tetrafluoroborate
Bondarenko, O. B.,Gavrilova, A. Yu.,Solodovnikova, T. A.,Tikhanushkina, V. N.,Zyk, N. V.
, p. 753 - 762 (2020/07/03)
Abstract: The reactions of diaryl-, aryl-, and alkyl–arylcyclopropanes with ethyl nitrite in the presence of sulfur trioxide and sulfur trioxide dioxane complex, as well as the reactions of 1-alkyl-2-arylcyclopropanes with NOBF4 were studied. It was found that the attack of the nitrosonium cation, accompanied by the formation of a benzyl carbocation, leads to the formation of isoxazolines. The introduction of bulky alkyl substituents into the cyclopropane ring changes the regioselectivity of nitrosation, favoring the attack of the electrophilic particle on the benzyl position and leading to the competitive formation of an alkyl carbocation. Depending on the structure of the alkyl substituent, both products of intramolecular heterocyclization accompanied by skeletal rearrangements and products formed with the participation of an external nucleophile are formed.
Metal-catalyzed organic photoreactions. Photoreaction of 2-chloroacetophenone derivatives with olefins in the presence of silver trifluoromethanesulfonate
Oh,Tamura,Sato
, p. 9687 - 9694 (2007/10/02)
UV-irradiation of 2-chloroacetophenones and olefins in the presence of silver triflate affords naphthalenone derivatives with high regio and stereoselectivity and chemical yields. A possible mechanism is proposed.
METAL-CATALYZED ORGANIC PHOTOREACTIONS. PHOTOREACTION OF OLEFINS WITH 2-CHLOROACETOPHENONE IN THE PRESENCE OF SILVER TRIFLUOROMETHANESULFONATE
Sato, Tadashi,Tamura, Kunio
, p. 1821 - 1824 (2007/10/02)
Under UV irradiation with 2-chloroacetophenone in the presence of silver trifluoromethanesulfonate in acetonitrile, acyclic olefins gave naphtalenone derivatives, while cyclic olefins gave phenantrone derivatives in moderate yields.
