Specific features of the reactions of 2,3-dichloro-1-propene with dibenzylchalcogenides in the system hydrazine hydrate-alkali |
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| Authors: | E. P. Levanova V. A. Grabel’nykh V. S. Vakhrina N. V. Russavskaya A. I. Albanov I. B. Rozentsveig N. A. Korchevin |
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| Affiliation: | 1. A.E. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia
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| Abstract: | Dibenzyldisulfide and -diselenide react with 2,3-dichloro-1-propene in the system hydrazine hydrate-KOH by the domino mechanism: nucleophilic substitution of the allyl chlorine, dehydrochlorination with participation of the chlorine atom at the sp 2-carbon atom, allene-acetylene rearrangement, nucleophilic addition of the chalcogenide reagent to the triple bond. The effect of the nature of the chalcogen atom and the benzyl substituent on the studied domino reaction is discussed. |
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