Cross-coupling of organomanganese derivatives of 3-sulfolenes with allyl and propargyl bromides; a simple synthesis of functionalized 1,3-dienes |
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Authors: | A. N. Kasatkin Yu. A. Prokopenko A. M. Khabibov G. A. Tolstikov |
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Affiliation: | (1) Institute of Organic Chemistry, Ural Branch of the Russian Academy of Sciences, 450054 Ufa, Russian Federation |
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Abstract: | Reactions of organomanganese compounds RMnCl (R=3-sulfolen-2-yl or 5-methyl-3-sulfolen-2-yl) with allyl or propargyl bromides afford the corresponding 2-substituted or 2,5-disubstituted 3-sulfolenes in high yields. Thermolysis of the cross-coupling products results in 1,3,6-trienes or l,3-dien-6-ynes.All = allyl.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 106–113, January, 1994. |
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Keywords: | (3-sulfolen-2-yl)manganese chloride (5-methyl-3-sulfolen-2-yl)manganese chloride allyldemetallation propargyldemetallation 2-allyl-substituted 3-sulfolenes 2-propargyl-substituted 3-sulfolenes desulfonylation 1,3,6-trienes l,3-dien-6-yne |
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