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Cross-coupling of organomanganese derivatives of 3-sulfolenes with allyl and propargyl bromides; a simple synthesis of functionalized 1,3-dienes
Authors:A N Kasatkin  Yu A Prokopenko  A M Khabibov  G A Tolstikov
Institution:(1) Institute of Organic Chemistry, Ural Branch of the Russian Academy of Sciences, 450054 Ufa, Russian Federation
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.
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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