Acid-Catalyzed Transformations of 1-Chloro-2-Nitrobenzylcyclopropanes. First Stable Ions of N-Oxo-2,1-benzooxazepiniumстатья
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Дата последнего поиска статьи во внешних источниках: 28 мая 2015 г.
Аннотация:Transformations of 1-chloro-2-(2-nitrobenzyl)- and 1-chloro-2-(4-nitrobenzyl)cyclopropanes under the action of sulfuric and fluorosulfonic acid are studied. Three-membered cycle of these compounds is opened presumably at the C1-C3 and C2-C3 bonds of carbocycle affording carbenium ions capable to be stabilized by either an internal nucleophile, ortho-nitro group, or by an external one, sulfate- or fluorosulfonate-anions. Under the reaction conditions the initially formed cyclic ions or covalent-bonded aralkyl-sulfates are capable of isomeric transformations into more stable ionic forms. When treated with water the salts and covalent-bonded sulfates are converted into nitrophenylpropanals and nitrophenylbutanones containing no halogen atoms.