Reaction of the N-mesylates of 1,3a,4,8b-tetrahydrocyclopenta[b]indoles and 3,4,4a,9a-tetrahydrocarbazoles with dimethyldioxirane and bromine |
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| Authors: | R R Gataullin R R Ishberdina A V Antipin K Yu Suponitskii N N Kabal’nova O V Shitikova L V Spirikhin M Yu Antipin I B Abdrakhmanov |
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| Institution: | (1) N. A. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, 117813;(2) Institute of Organic Chemistry, Ufa Science Center of the Russian Academy of Sciences, Ufa, 450054;(3) Department of General Chemistry, Bashkir State Agrarian University, Ufa, 450003, Russia |
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| Abstract: | In reaction with dimethyldioxirane N-mesyl-1,3a,4,8b-tetrahydrocyclopentab]indoles and N-mesyl-3,3,4a,9a-tetrahydrocarbazoles
mostly form the trans-epoxide. The reaction with molecular bromine leads to the product from halogenation in the aromatic
ring, i.e., the corresponding N-mesyl-7-bromo-1,3a,4,8b-tetrahydrocyclopentab]indole or N-mesyl-6-bromo-3,4,4a,9a-tetrahydrocarbazole.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1306–1313, September, 2006. |
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| Keywords: | dimethyldioxirane tetrahydrocarbazoles tetrahydrocyclopenta[b]indoles X-ray crystallographic analysis |
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