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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Original Russian Text © N.A. Likhacheva, K.Yu. Suponitskii, R.R. Gataullin, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 4, pp. 551–554.
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Likhacheva, N.A., Suponitskii, K.Y. & Gataullin, R.R. Unexpected redox processes in the reactions of 1-bromo- and 1,2-epoxy-9-(p-tolylsulfonyl)-1,2,3,4,4a,9a-hexahydrocarbazoles with acetyl bromide. Russ J Org Chem 45, 536–540 (2009). https://doi.org/10.1134/S1070428009040113
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DOI: https://doi.org/10.1134/S1070428009040113