Unexpected redox processes in the reactions of 1-bromo- and 1,2-epoxy-9-(<Emphasis Type="Italic">p</Emphasis>-tolylsulfonyl)-1,2,3,4,4a,9a-hexahydrocarbazoles with acetyl bromide |
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| Authors: | N A Likhacheva K Yu Suponitskii R R Gataullin |
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| Institution: | (1) Affiliate of Ufa State Petroleum Technical Universitety, ul. Gubkina 67, Salavat, 453250, Bashkortostan, Russia;(2) Nesmeyanov Institute of Organometallic Compounds, Moscow, Russia;(3) Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Bashkortostan, Russia |
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| Abstract: | 1,2-Epoxy-9-(p-tolylsulfonyl)-1,2,3,4,4a,9a-hexahydrocarbazole reacted with acetyl bromide on heating to give 1-acetoxy-2-bromo-9-(p-tolylsulfonyl)-1,2,3,4,4a,9a-hexahydrocarbazole and 1-acetoxy-9-acetyl-2,6-dibromo-1,2,3,4,4a,9a-hexahydrocarbazole. The structure of the latter was proved by X-ray analysis. Analogous reaction of 1-bromo-9-(p-tolylsulfonyl)-1,2,3,4,4a,9a-hexahydrocarbazole with acetyl bromide led to the formation of 9-acetyl-1,6-dibromo-1,2,3,4,4a,9a-hexahydrocarbazole. |
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